平野　雅文HIRANO Masafumiヒラノ　マサフミ

業績情報

氏名・連絡先

• 氏名

  ヒラノ　マサフミ, 平野　雅文, HIRANO Masafumi

• 生年

  1966

• eメールアドレス

  hrccc.tuat.ac.jp

• 個人ホームページ

  http://www.tuat.ac.jp/~hirano/kohrc/

主たる所属・職名

• 工学研究院　応用化学部門, 教授

その他の所属

• 工学部　応用化学科
• 工学府　応用化学専攻

経歴

• 東京農工大学大学院工学研究院応用化学部門
  教授
  自 2014年05月

学歴

• 埼玉大学
  工学部
  応用化学科
  至 1988年, 卒業
• 埼玉大学大学院
  工学研究科
  応用化学専攻
  至 1990年, 修了, 修士
• 埼玉大学大学院
  理工学研究科
  至 1993年, 修了, 博士後期

教育・研究活動状況

• 金属と炭素が直接結合を持っている化合物を有機金属化合物といいます。これらの化合物の反応性を利用して、従来の常識をくつがえすような反応が次々と見つけだされています。 わたしたちの研究室では、有機金属化学をもとに、有機分子の活性化反応、触媒反応における水の有効利用、触媒反応の精密制御をキーワードに次のような研究を行っています。（１）ルテニウム錯体による位置選択的な有機分子の活性化（２）遷移金属錯体による基質選択的な炭素ー炭素結合形成反応（３）ヒドロキソ遷移金属錯体による水の活性化反応（４）フォトスイッチ機能を有する錯体の設計と触媒反応の光制御（５）遷移金属超微粒子の調製と機能開発（６）水溶性錯体触媒による水又は水／有機溶媒二相系による触媒反応（７）有機ニッケルを含むヘテロ二核錯体の合成と反応

研究分野

• A189　ライフサイエンス, A38040　生物有機化学
• A489　ナノテク・材料, A32020　機能物性化学
• A489　ナノテク・材料, A35010　高分子化学
• A489　ナノテク・材料, A34030　グリーンサステイナブルケミストリー、環境化学
• A489　ナノテク・材料, A35030　有機機能材料
• A489　ナノテク・材料, A33020　有機合成化学

研究キーワード

• ゼロ・エミッション分子変換反応の開発。高分子の触媒的分解反応
• 触媒的鎖状交差二量化反応
• 触媒的不斉炭素ー炭素結合形成反応

研究テーマ

• 反応性ポリエン・スキップジエンビルディングブロックの合成
  自 20180401
• 高分子の触媒分解
  自 2021
• C-H結合活性化に関する研究
  自 1993
• C-O結合活性化に関する研究
  自 1993
• ルテニウム錯体触媒によるゼロ・エミッション分子変換反応の開発
  自 1999, 至 2002
• 水溶性錯体による合成反応
  自 1999
• 光応答性高分子による磁性ナノ微粒子の光制御
  自 2002
• カルコゲンアンカーを持つルテニウム(II)錯体によるアルコール類の直接官能基化
  自 2003, 至 2005
• 極性および非極性モノマーの共重合触媒の開発
  自 2004
• 触媒的鎖状交差二量化反応
  自 2009
• 脱水素アレーンカップリング反応
  自 2015
• 0価ルテニウム錯体触媒を用いた酸化的カップリング反応
  自 9999

共同・受託研究希望テーマ

• 低原子価8族金属錯体による非ハロゲン化分子変換反応
  産学連携等、民間を含む他機関等との共同研究を希望

担当授業科目

• 有機金属化学(3学期・金1・工学部)
  2023年, 専門科目等
• 応用化学入門
  2023年, 専門科目等
• 有機化学Ⅲ(1学期・火1・工学部)
  2023年, 専門科目等
• 応用化学セミナーII
  2023年, 専門科目等
• 応用化学セミナーI
  2023年, 専門科目等
• 研究室体験配属
  2023年, 専門科目等
• 論文・文献講読
  2023年, 専門科目等
• 卒業論文
  2023年, 専門科目等
• 分子触媒化学特論
  2023年, 専門科目等
• 応用学実践研究I
  2023年, 専門科目等
• 応用化学セミナーI（大学院）
  2023年, 専門科目等
• 応用化学セミナーII（大学院旧課程）
  2022年, 専門科目等
• 卒業論文
  2022年, 専門科目等
• 応用化学特別実験
  2022年, 専門科目等
• 応用化学セミナーII
  2022年, 専門科目等
• 応用化学セミナーI
  2022年, 専門科目等
• 研究室体験配属
  2022年, 専門科目等
• 論文・文献講読
  2022年, 専門科目等
• 応用化学入門
  2022年, 専門科目等

教科書・教材

• 中学校教科書　理科　第１分野　啓林館
  2021年
• 高等学校教科書「化学」および「化学基礎」啓林館
  2021年
• 中学校教科書　理科　第１分野　啓林館
  文部科学省検定教科書の共著
  2020年
• 高等学校教科書「化学」および「化学基礎」啓林館
  文部科学省検定教科書の共著者
  2020年
• 錯体化合物事典
  錯体化合物事典のルテニウム分野を担当（共著）
  2019年09月10日
• 高等学校教科書「化学」および「化学基礎」啓林館
  文部省検定教科書の作成（共著）
  2019年
• 高等学校教科書「化学」および「化学基礎」啓林館
  文科省検定教科書の執筆（共著）
  2018年

科学研究費助成事業

• 新学術領域研究（研究領域提案型）
  3D活性サイト制御による高性能ナノ分子触媒の創製
  自 2018年, 至 2018年
• 基盤研究(B)
  直截的π共役拡張反応による共役ポリエン分子の合成と応用
  自 2017年, 至 2021年
• 新学術領域研究（研究領域提案型）
  3D活性サイト制御による高性能ナノ分子触媒の創製
  自 2017年, 至 2017年
• 新学術領域研究（研究領域提案型）計画研究
  3D活性サイト制御による高性能ナノ分子触媒の創製
  自 2016年, 至 2016年
• 新学術領域研究（研究領域提案型）
  3D活性サイト制御による高性能ナノ分子触媒の創製
  自 2015年, 至 2015年
• 新学術領域研究(研究領域提案型)
  3D活性サイト制御による高性能ナノ分子触媒の創製
  自 2014年, 至 2014年
• 基盤研究(C)
  ０価ルテニウム錯体を用いた酸化的カップリング反応の開発とその選択性発現機構の解明
  自 2011年, 至 2013年
• 新学術領域研究(公募)
  メタン活性化モデルとしてのメチル基活性化反応の研究
  自 2011年, 至 2012年
• 特定領域研究
  金属間共同効果を基盤とした触媒反応の創製
  自 2008年, 至 2008年
• 基盤研究(C)一般
  ルテニウム錯体と酸触媒の協同効果を利用した置換フェノール類の分子変換反応
  自 2007年, 至 2008年
• 基盤研究(C)一般
  ポリアレーンを基盤とした二次元配列遷移金属クラスターの研究　　　　　　　　　　　
  自 2005年, 至 2006年
• 若手研究(B)
  カルコゲンアンカーを持つステニウム（Ⅱ）錯体によるアルコール類の直接官能基化
  自 2003年, 至 2004年
• その他
  光スイッチ機能を有する10族金属錯体の合成と反応の光制御
  自 2000年, 至 2001年
• その他
  光スイッチ機能を有する10族金属錯体の合成と反応の光制御
  自 2000年, 至 2001年
• その他
  レニウムエノラート錯体による置換オレフィンのオレフィンメタセシス反応の開発
  自 1994年, 至 1994年

論文

• Ru(0)-Catalysed Synthesis of Borylated Polyene Building Blocks by Cross-Dimerisation toward Cross-Coupling
  Masafumi Hirano, Sayori Kiyota,
  Chem. Commun.
  Royal Society of Chemistry
  2024年06月27日, 研究論文（学術雑誌）, 60, DOI(公開)(r-map), 7672, 7686
• Direct Synthesis of Conjugated Tetraenes from 1,3-Enynes with 1,3-Dienes
  Kanako Maekawa, Nobuyuki Komine, Sayori Kiyota, Masafumi Hirano
  Organic & Biomolecular Chemistry
  Royal Society of Chemistry
  2024年02月20日, 研究論文（学術雑誌）, 共同, 22, DOI(公開)(r-map), 2098, 2114
• La(III)-Catalyzed Depolymerization of Poly(L-lactic acid) Yielding Chiral Lactates
  Natsumi Kobayashi, Nobuyuki Komine, Kotohiro Nomura, Hiroshi Hirano, Masafumi Hirano
  Bull. Chem. Soc. Jpn.
  The Chemical Society of Japan
  2023年12月13日, 研究論文（学術雑誌）, 共同, 96, 0009-2673, DOI(公開)(r-map), 1324, 1330
• 多置換ピロールの新規合成法の開発
  平野雅文
  月刊　ファインケミカル
  シーエムシー出版
  2023年11月01日, （MISC）総説・解説（商業誌）, 単独, 11
• Halogen-, oxidant- and directing group-free synthesis of donor-acceptor type conjugated polymers
  Kiyota, Sayori; Hirano, Masafumi
  CHEMICAL COMMUNICATIONS
  ROYAL SOC CHEMISTRY
  An intermolecular hydrogen migration from dibutadienylpyridine to dialkynylthiophene catalysed by [Ru(eta 6-naphthalene)(eta 4-oxa-bnd)] (oxa-bnd = 9-oxabicyclo[3.3.1]nona-2,6-diene) produces poly(dialkynylthiophene-alt-dibutadienylpyridine). The exact alternating copolymerisation nature is shown by MALDI-TOF MS. An intermolecular hydrogen migration from dibutadienylpyridine to dialkynylthiophene catalysed by [Ru(eta 6-naphthalene)(eta 4-oxa-bnd)] (oxa-bnd = 9-oxabicyclo[3.3.1]nona-2,6-diene) produces poly(dialkynylthiophene-alt-dibutadienylpyridine).
  2023年10月31日, 研究論文（学術雑誌）, 共同, 59, 87, 1359-7345, DOI(公開)(r-map), 13066, 13069
• Ru(0)-catalysed cross-dimerisation and -trimerisation of alkynyl- with butadienylheteroarenes
  Kiyota, Sayori; Kamakura, Kohei; Komine, Nobuyuki; Hirano, Masafumi
  ORGANIC & BIOMOLECULAR CHEMISTRY
  ROYAL SOC CHEMISTRY
  Ru(0)-catalysed cross-dimerisation and-trimerisation give a series of di-and triheteroaryl compounds cross-linked by p-conjugated trienyl groups. Their photochemical behaviour is studied using UV-visible absorption spectra, fluorescence emission spectra, and TD-DFT calculations. The cross-trimer prepared from 2,5-dialkynylthiophene with 2 equiv. of 2-butadienylpyridine shows a longer wave-length shift in the absorption maximum than the cross-trimer prepared from dialkynylbenzene with 1-phenylbutadiene. The solvent effect and the TD-DFT calculations suggest that the planarity of the p-conjugated system contributes more than spontaneous polarization. Namely, in the 5-membered thiophene ring, the conjugated trienyl group extends in the same plane (dihedral angle: -4.0 degrees) as the thienyl group, whereas in the 6-membered benzene ring, the planarity is reduced due to steric hin-drance (dihedral angle: -24.1 degrees). Thus, the cross-trimers with a 5-membered heteroaryl centre contrib-ute to longer wavelengths of absorption and fluorescence emission due to the increased planarity of the conjugated trienyl groups.
  2023年05月03日, 研究論文（学術雑誌）, 共同, 21, 17, 1477-0520, DOI(公開)(r-map), 3588, 3603
• Cobalt-Catalyzed Divergent Cycloadditions of Alkynes with Conjugated Dienes Yielding 3-Vinylcyclobutenes, Bicyclo[3.1.0]hexenes, and Cyclohexa-1,4-dienes
  Tomita, Yusuke; Haraguchi, Naoto; Kiyota, Sayori; Komine, Nobuyuki; Hirano, Masafumi
  ORGANIC LETTERS
  AMER CHEMICAL SOC
  A traditional cobalt catalyst system still contains undiscovered reactivity. Depending on the tertiary phosphines and substrates used, the catalytic system using CoBr2/tertiary phosphine/ Zn/ZnI2 catalyzes divergent cycloadditions of internal alkynes with conjugated dienes, yielding 3-alkenylcyclobut-1-enes, bicyclo[3.1.0]hexenes, and cyclohexa-1,4-dienes. A [CoBr2(PPh3)2]/Zn/ZnI2- catalyzed reaction of 3-hexyne (1a) with 1-(4-methoxyphenyl)butadiene (2a) at room temperature in CH2Cl2 exclusively produces a [2 + 2] cycloaddition product (E)-2-(2,3-diethylcyclobut-2-ene-1-yl)vinyl-4-methoxybenzene (3aa). When [CoBr2(dppp)]/Zn/ZnI2 is used as a catalyst, a bicyclic compound 6-(4-methoxyphenyl)-2,3diethylbicyclo[3.1.0]hex-2-ene (4aa) is dominantly formed in a 77% yield. The CoBr2/dppe/Zn/ZnI2 system can undergo a [2 + 4] cycloaddition to yield 3-(4-anisyl)-1,2-diethylcyclohexa-1,4-diene (5aa) as the dominant product in 38% yield. The bite angles of the ligands used contribute significantly to this catalytic diversity.
  2022年10月28日, 研究論文（学術雑誌）, 共同, 24, 42, 1523-7060, DOI(公開)(r-map), 7774, 7778
• 市販のポリエステルを完全分解
  JST News
  科学技術振興機構
  2022年09月01日, （MISC）総説・解説（学術雑誌）, 9月号, 1349-6085, 15, 15
• 芳香族ポリイミド原料の触媒的合成反応機構
  平野雅文
  ポリイミドの高機能設計と応用技術
  （株）技術情報協会
  2022年08月31日, （MISC）総説・解説（商業誌）, 単独, 978-4-86104-887-6, 29, 39
• 有機金属研究会
  平野雅文
  触媒年鑑「触媒技術の動向と展望2022」
  触媒学会
  2022年08月, （MISC）総説・解説（学術雑誌）, 単独
• La(III)-Catalysed Degradation of Polyesters to Monomers via Transesterifications
  Ryota Abe, Nobuyuki Komine, Kotohiro Nomura, Masafumi Hirano
  Chemical Communications
  ROYAL SOC CHEMISTRY
  Tris(acetylacetonato)lanthanum(iii) (1 mol%) catalyses the degradation of poly(butylene succinate) (M-w = 90 700) by transesterification in MeOH at 90 degrees C for 4 h, thus affording dimethyl succinate (>99% yield) and 1,4-butanediol (98% yield). Moreover, the quantitative degradations of poly(ethylene adipate), poly(ethylene terephthalate) and poly(butylene terephthalate) are also reported.
  2022年07月19日, 研究論文（学術雑誌）, 共同, 58, 1359-7345, DOI(公開)(r-map), 8141, 8144
• 中学および高校理科教育における高分子
  平野雅文
  高分子
  高分子学会
  2022年06月01日, （MISC）総説・解説（学術雑誌）, 単独, 71, 6月, 276, 278
• Ru(0)-Catalyzed Synthesis of Conjugated Trienylketimines and Subsequent Internal Cyclization Giving Polysubsituted Pyrroles
  Shinnosuke Kurita, Sayori Kiyota, Nobuyuki Komine, Masafumi Hirano
  Organic Letters
  The American Chemical Society
  A reliable method for preparing polysubstituted pyrroles from conjugated iminohexatrienes has been discovered. Ru(0)-catalyzed cross-dimerization of iminoalkyne with conjugated dienes provides a series of conjugated iminohexatrienes. Subsequent treatment with a catalytic amount of acetic acid (7 mol %) leads to an unexpected cyclization yielding 2-alkenylpyrroles. The overall reaction can be considered as a formal (4 + 1) annulation that involves the formation of a conjugated iminohexatriene followed by an intramolecular aza-Michael-type 5-exo-trig cyclization and subsequent proton migration.
  2022年04月19日, 研究論文（学術雑誌）, 共同, 24, 16, 1523-7060, DOI(公開)(r-map), 2973, 2977
• Ru(0)-Catalyzed Regioselective Synthesis of Borylated-1,4-and-1,5-Diene Building Blocks
  Shione Okazaki, Keita Shimada, Nobuyuki Komine, Masafumi Hirano
  Organometallics
  The American Chemical Society
  A new methodology for preparation of borylated1,4- and -1,5-diene building blocks is established. Ru(0)-catalyzed cross-dimerization of (1E,3E)-penta-1,3-dien-1-ylboronic acid pinacolate ester (2b) with but-3-en-2-one (3a) selectively gives a borylated-1,4-diene product, (3E,6E)-5-methyl-(4,4,S,S-tetramethyl-1,3,2-dioxaborolan-2-yl)octa-3,6-dien-2-one, in 76% yield. A similar treatment of (E)-penta-1,3-diene (2d) with 2-vinyl-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (vinyl B(dan)) (3i) also gives a borylated-1,4-diene product. These cross-dimerizations give mono-borylated-1,4-dienes, yet cross-dimerizations using (1E,3E)-penta-1,3-dien-1-ylboronic acid pinacolate ester (2b) with vinyl B(dan) (3i) produce a diborylated-1,5-diene. Selective formation of 1,6-diborylated-1,5-dienes is unprecedented, and a series of diborylated-1,5-dienes can be used as building blocks for Suzuki-Miyaura cross-coupling reactions. As an application of the present method, the formal synthesis of racbongkrekic acid, a strong inhibitor of the adenine nucleotide translocator, has been achieved.
  2022年02月28日, 研究論文（学術雑誌）, 共同, 41, 0276-7333, DOI(公開)(r-map), 390, 411
• Dibenzo[d,d’]benzo[2,1-b:3,4-b’]difurans with Extended π-Conjugated Chains: The Synthetic Approach and Some Properties
  Masafumi Hirano, Harumi Okada, Chikara Hayasaka, Nobuyuki Komine, Sayori Kiyota, Koji Nakano
  New Journal of Chemistry
  The Royal Society of Chemistry
  Ru-catalysed cross-dimerisation of 3,8-di(hexyn-1-yl)dibenzo[d,d']benzo[2,1-b,3,4-b']difuran [3,8-di(hexyn-1-yl)-DBBDF] with 2 equivalents of methyl (E)-penta-2,4-dienoate produces 3,8-bis[(1E,3E,5E)-2-butyl-6-methoxycarbonylhexa-1,3,5-trien-1-yl]-DBBDF (9a), and the total yield of 9a obtained from 2,3-difluoro-1,4-diiodobenzene is 50% using the six-step reaction. A series of 3,8-bis(hexatrienyl)-DBBDF compounds and unsymmetrical 8-decyl-3-hexatrienyl-DBBDF compounds were also prepared using the same method. These compounds were evaluated using ultraviolet-visible (UV-vis) spectroscopy and cyclic voltammetry (CV). Time-dependent density-functional theory (TD-DFT) calculations indicate that efficient pi-pi* excitations occur using the conjugated trienyl side chain groups.
  2022年01月17日, 研究論文（学術雑誌）, 共同, 46, 3, 1144-0546, DOI(公開)(r-map), 1003, 1017
• 授業の同時配信システムを構築。コロナ禍でも「教育を止めない」
  TUAT Express
  東京農工大学
  2021年11月01日, （MISC）速報，短報，研究ノート等（大学，研究機関紀要）, 単独, 10, 10
• Cross-Dimerization of 2,5-Dihydrofuran with Conjugated Dienes Catalyzed by (Chiral Diene)ruthenium(0) Complexes and Origins of the Enantioselectivity
  Hirano, Masafumi; Machida, Shuhei; Abe, Ryota; Mishina, Takuya; Komine, Nobuyuki; Wu, Hsyueh-Liang
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  A new chiral diene complex of Ru(0), [Ru(eta(6)-naphthalene){eta(4)-(1S,4S)- 1,7,7-trimethyl-2,5-diphenylbicyclo[2.2.1]-hepta-2,5-diene}] (2a), catalyzes cross-dimerizations of 2,5-dihydrofuran with conjugated dienes. Treatment of 2,5-dihydrofuran (4a) with 2-phenylbutadiene (5f) catalyzed by 2a (5 mol %) at 30 degrees C in acetone produces the cross-dimers (E)-3-(3-phenylbut-2-en-1-yl)-2,3-dihydro-furan (6af) and (E)-3-(2-phenylbut-2-en-1-yl)-2,3-dihydrofuran (9af) in 89% yield (6af/9af = 41/48) with high enantioselectivity (91% ee for 9af). The absolute configuration of 9af is determined to be R by single-crystal X-ray spectroscopy. A series of enantioselective cross-dimerizations of 2,5-dihydrofuran with conjugated dienes are assessed for the mechanistic insight into the enantioselective cross-dimerization.
  2021年10月25日, 研究論文（学術雑誌）, 共同, 40, 20, 0276-7333, DOI(公開)(r-map), 3370, 3388
• 研究会へようこそ！第２３回「触媒学会　有機金属研究会」社会課題を解決するための新しい反応を探る
  平野雅文
  月刊「化学」
  化学同人
  2021年10月, （MISC）総説・解説（商業誌）, 単独, 10, 44, 45
• New strategy for synthesising conjugated hexatrienylferrocenes via cross-dimerisation
  Sawasaki, Asami; Komine, Nobuyuki; Kawauchi, Susumu; Hirano, Masafumi
  NEW JOURNAL OF CHEMISTRY
  ROYAL SOC CHEMISTRY
  The first broadly applied strategy for the cross-dimerisation of an internal alkynylferrocene (1) with conjugated dienes (2) is revealed. The Ru(0)-catalysed cross-dimerisation of 1-propynylferrocene, FcC CMe (1a), with (E)-butadien-1-ylboronic acid pinacolato ester, CH2=CH-CH=CHB(pin) (2g), yields a conjugated triene, (1E,3E,5E)-FcCH=CMe-CH=CH-CH=CHB(pin) (3ag), in a 92% yield. Subsequently, the Pd(ii)-catalysed cross-couplings of 3ag with a series of aryl iodides yields corresponding conjugated polyenes, such as (1E,3E,5E)-FcCH=CMe-CH=CH-CH=CHAr. The photo-electronic properties of the ferrocenyl conjugated polyenes are evaluated and their electronic properties are also evaluated by time-dependent density-functional theory calculations.
  2021年09月07日, 研究論文（学術雑誌）, 共同, 45, 33, 1144-0546, DOI(公開)(r-map), 14988, 14998
• Cross-Dimerization of 2,5-Dihydrofuran with Conjugated Dienes Catalyzed by (Chiral Diene)ruthenium(0) Complexes and Origins of the Enantioselectivity
  Masafumi Hirano, Shuhei Machida, Ryota Abe, Takuya Mishina, Nobuyuki Komine, Hsyueh-Liang Wu
  Organometallics
  ACS
  2021年08月04日, 研究論文（学術雑誌）, 共同, 40, DOI(公開)(r-map), 3370, 3388
• Ru(0)-Catalyzed Synthesis of Borylated-Conjugated Triene Building Blocks by Cross-Dimerization and Their Use in Cross-Coupling Reactions
  Kuramochi, Ayumi; Komine, Nobuyuki; Kiyota, Sayori; Hirano, Masafumi
  BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
  CHEMICAL SOC JAPAN
  Borylated-conjugated polyenes are used widely as synthetic building blocks for the preparation of many biologically active molecules. Nevertheless, access to these building blocks has been limited. In this study, borylated-conjugated trienes were synthesized by Ru-catalyzed cross-dimerizations for use in cross-coupling reactions. A reaction of diphenylacetylene with (E)-butadien-1-ylboronic acid pinacol ester catalyzed by [Ru(naphthalene)(1,5-cod)] (10 mol %) at r.t., in benzene produced (1E,3E,5Z)-5,6-diphenylhexa-1,3 ,5-trien-1-yl boronic acid pinacol ester within 10 min in 93% yield. A similar treatment using pent-1-yn-1-yl boronic acid diisopropyl ester with methyl (E)-pentadienoate afforded methyl (2E,4E,6E)-7-(di-isopropyloxyboraneyl)-6-propylhexa-2,4,6-trienoate in 89% yield. A series of mono- and diborylated-conjugated trienes were synthesized by cross-dimerization and assessed for their potential use in cross-coupling reactions. Using this protocol, the total synthesis of navenone B, a sea slug pheromone, was achieved in only three steps in 45% total yield.
  2021年08月, 研究論文（学術雑誌）, 共同, 94, 8, 0009-2673, DOI(公開)(r-map), 2113, 2132
• Ru(0)-Catalyzed Synthesis of Borylated-Conjugated Triene Building Blocks by Cross-Dimerization and Their Use in Cross-Coupling
  Ayumi Kuramochi, Nobuyuki Komine, Sayori Kiyota, Masafumi Hirano
  Bull. Chem. Soc. Jpn
  The Chemical Society of Japan
  2021年06月19日, 研究論文（学術雑誌）, 共同, 94, DOI(公開)(r-map), 2113, 2132
• 生物活性物質の骨格多様化と合成工程短段階化に関する新技術
  平野雅文
  月刊「化学工業」
  化学工業社
  2021年01月, （MISC）総説・解説（商業誌）, 単独
• New Strategy for Synthesising Conjugated Hexatrienylferrocenes via Cross-Dimerisation
  Asami Sawasaki, Nobuyuki Komine, Susumu Kawauchi, Masafumi Hirano
  New Journal of Chemistry
  The Royal Society of Chemistry
  2021年, 研究論文（学術雑誌）, 共同, 45, DOI(公開)(r-map), 14988, 14998
• Ligand-Controlled Regiodivergent Hydrosilylation of Conjugated Dienes Catalyzed by Mono(phosphine)palladium(0) Complexes
  Komine, Nobuyuki; Mitsui, Tatsuo; Kikuchi, Shu; Hirano, Masafumi
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  Mono(phosphine)palladium(0) complexes, [Pd(eta(2):eta(2)-C6H10O)(PR3)] (1), catalyze hydrosilylation of electron-deficient conjugated dienes with HSiPh3. Hydrosilylation of methyl penta-2,4-dienoate with HSiPh3 catalyzed by [Pd(eta(2):eta(2)-C6H10O)(PR3)] (R = Me (1a), Et (1b), OEt (1d), (OPr)-Pr-i (1e)) proceeds to give the 1,2-E product in quantitative yield with exclusive Markovnikov selectivity. In contrast, their triphenylphosphine and -phosphite analogues, [Pd(?2:?2-C(6)H10O)(PR3)] (R = Ph (1f), OPh (1g)), mainly produce the 1,4-Z product (1,2-E/1,4-Z = 3/7). The regioselectivity in the hydrosilylation of methyl 2,4-pentadienoate is also controlled by organosilanes. Mechanistic studies suggest that the reaction using a compact and basic mono-phosphorus complex proceeds by the ChalkHarrod mechanism involving the reductive elimination from an (?3-allyl)(silyl)palladium(II). A poor electron-donating mono-phosphorus ligand such as P(OPh)(3) destabilizes a Pd(II) species and promotes direct reductive elimination to give the 1,4-Z product. On the other hand, a compact and electron-donating phosphorus ligand, such as PMe3, PEt3, and P(OMe)3, favors to give the more stable (?3-allyl)(silyl)palladium(II) intermediate by the allyl rotation, followed by reductive elimination to give the 1,2-E product.
  2020年12月18日, 研究論文（学術雑誌）, 共同, 39, 24, 0276-7333, DOI(公開)(r-map), 4510, 4524
• Pd/Cu-Catalyzed Dehydrogenative Coupling of Dimethyl Phthalate: Synchrotron Radiation Sheds Light on the Cu Cycle Mechanism
  Kanazawa, Yuki; Mitsudome, Takato; Takaya, Hikaru; Hirano, Masafumi
  ACS CATALYSIS
  AMER CHEMICAL SOC
  Pd/Cu-catalyzed dehydrogenative coupling of dimethyl phthalate is an important industrial process for the production of aromatic polyimide precursors. Nonetheless, the detailed mechanism of the Cu cycle has remained unclear. The present study describes the detailed mechanism of the Cu cycle in the [Pd(OAc)(2)]/Cu(OAc)(2)/1,10-phenanthroline (phen) system. The solution-phase X-ray absorption fine structure analysis of the catalyst solutions and the FEFF fitting as well as the evaluation of the catalytic and stoichiometric reactions reveal the following observations: (i) the major intermediate in the catalytic cycle is a mononuclear divalent [Cu(OAc)(2)]center dot 2H(2)O species, (ii) coordination of the phen ligand to the Cu catalyst significantly inhibits the catalytic activity, (iii) 2 equiv of Cu(OAc)(2)center dot H2O oxidizes the zerovalent Pd(phen) species to divalent [Pd(OAc)(2) (phen)], and (iv) the divalent [Cu(OAc)(2)](2)center dot 2AcOH species is regenerated by the treatment of monovalent Cu(OAc) with AcOH in air.
  2020年05月15日, 研究論文（学術雑誌）, 共同, 10, 10, 2155-5435, DOI(公開)(r-map), 5909, 5919
• An insight into regioselectivity in the transformation through a ruthenacycle
  Kiyota, Sayori; Hirano, Masafumi
  NEW JOURNAL OF CHEMISTRY
  ROYAL SOC CHEMISTRY
  Ru(0)-catalysed cross-dimerisation of unsymmetrically substituted internal alkynes with conjugated dienes yields two conjugated triene products depending on the regioselectivity of the C-C bond formation reaction via a ruthenacycle intermediate. The electronic and steric effects of alkynes are comprehensively evaluated based on Hammett's (sigma(p)) and Taft's (sigma*, E-s) substituent constants. An electron-withdrawing substituent favours the external position of the conjugated triene products. With unsymmetrically 4,4 '-disubstitued diaryl acetylenes, the logarithm plot for the regioisomer ratios of the products and differential Hammet's value Delta sigma(p) between the substituents shows a linear relationship with a positive slope. This trend suggests that the electron-rich alpha-carbon in a ruthenacycle favours an electron-withdrawing group. This system is less sensitive to steric effects on the regioselectivity, but the sterically less bulky groups tend to prefer the external position.
  2020年02月07日, 研究論文（学術雑誌）, 共同, 44, 5, 1144-0546, DOI(公開)(r-map), 2129, 2145
• An Insight into Regioselectivity in the Transformation through a Ruthenacycle
  Sayori Kiyota, Masafumi Hirano
  New Journal of Chemistry
  RSC
  2020年, 研究論文（学術雑誌）, 共同, 44, DOI(公開)(r-map), 2129, 2145
• Pd/Cu-Catalyzed Dehydrogenative Coupling of Dimethyl Phthalate: Synchrotron Radiation Sheds Light on the Cu Cycle Mechanism
  Yuki Kanazawa, Takato Mitsudome, Hikaru Takaya, Masafumi Hirano
  ACS Catalysis
  ACS
  2020年, 研究論文（学術雑誌）, 共同, 10, DOI(公開)(r-map), 5909, 5919
• Ligand-Controlled Regiodivergent Hydrosilylation of Conjugated Dienes Catalyzed by (Monophosphine)palladium(0) Complexes
  Nobuyuki Komine, Tatsuo Mitsui, Shu Kikuchi, Masafumi Hirano
  Organometallics
  ACS
  2020年, 研究論文（学術雑誌）, 共同, 39, DOI(公開)(r-map), 4510, 4524
• Catalytic cross-dimerisation giving reactive borylated polyenes toward cross-coupling
  Hirano, Masafumi; Kuramochi, Ayumi; Shimada, Keita; Komine, Nobuyuki; Kiyota, Sayori; Westcott, Stephen A.
  CHEMICAL COMMUNICATIONS
  ROYAL SOC CHEMISTRY
  A series of borylated conjugated trienes and skipped dienes is prepared by Ru-catalysed cross-dimerisation using alkynyl-, dienyl-, and vinyl boronates. These products are used as synthetic building blocks for polyene substructures by subsequent Pd-catalysed cross-coupling in a one-pot vessel without deprotection.
  2019年09月14日, 研究論文（学術雑誌）, 共同, 55, 71, 1359-7345, DOI(公開)(r-map), 10527, 10530
• Recent advances of achiral and chiral diene ligands in transition-metal catalyses
  Hirano, Masafumi; Komine, Nobuyuki; Arata, Eri; Gridneva, Tatiana; Hatori, Atsuya; Kaizawa, Naoki; Kamakura, Kohei; Kuramochi, Ayumi; Kurita, Shinnosuke; Machida, Shuhei; Okada, Harumi; Sawasaki, Asami; Uchino, Takumi
  TETRAHEDRON LETTERS
  PERGAMON-ELSEVIER SCIENCE LTD
  A series of achiral and chiral diene and the related ligands in transition-metal complexes is evaluated by percent buried volume (%V-bur) based on their molecular structures by X-ray analysis. Steric bulk of cyclic diene ligands in [Ru(acac)(2)L] and [RhClL](2) are sorted in the order of %V-bur. Recent developments on transition-metal catalyses using these ligands such as (i) conjugate arylations, alkenylation, and alkynylation, (ii) imine-arylations and alkenylations, (iii) kinetic resolutions, (iv) allylation, (v) cyclizations, (vi) defluorinations, (vii) C-H bond activations, and (viii) cross-dimerizations are reviewed. (C) 2019 Elsevier Ltd. All rights reserved.
  2019年09月12日, 研究論文（学術雑誌）, 共同, 60, 37, 0040-4039, DOI(公開)(r-map)
• Recent Advances in the Catalytic Linear Cross-Dimerizations
  Hirano, Masafumi
  ACS CATALYSIS
  AMER CHEMICAL SOC
  Catalytic cross-dimerization is one of the powerful synthetic methods to produce linear molecules with high atom and step economy. Because this process involves a carbon-carbon-bond-forming reaction, enantioselective reactions have also been achieved. The most well-reviewed area in this field is probably hydrovinylation using ethylene, but the linear cross-dimerizations using substituted alkenes and alkynes have also been extensively developed. Not only do the products vary depending on these substrates, but they mostly differ from hydrovinylation in the mechanism. This Perspective presents a comprehensive summary on the basis of these substrates, including their brief historical background, mechanism, applications to the synthesis of biologically active compounds or contributions to the total synthesis, and the state-of-the-art advancements. The controlling factors in the chemo- and regioselectivities are also discussed.
  2019年02月, 研究論文（学術雑誌）, 単独, 9, 2, 2155-5435, DOI(公開)(r-map), 1408, 1430
• Recent Advances in Linear Cross-Dimerizations
  Masafumi Hirano
  ACS Catalysis
  ACS
  2019年, 研究論文（学術雑誌）, 単独, 9, DOI(公開)(r-map), 1408, 1430
• Recent Advances of Achiral and Chiral Diene Ligands in Transition-Metal Catalyses
  Masafumi Hirano, Nobuyuki Komine, Eri Arata, Tatiana Gridneva, Atsuya Hatori, Naoki Kaizawa, Kohei Kamakura, Ayumi Kuramochi, Shinnosuke Kurita, Shuhei Machida, Harumi Okada, Asami Sawasaki, Takumi Uchino
  Tetrahedron Letters
  Elsevier
  2019年, 研究論文（学術雑誌）, 共同, 60, DOI(公開)(r-map), 150924
• Catalytic Cross-Dimerisation Giving Reactive Borylated Polyenes toward Cross-Coupling
  Masafumi Hirano, Ayumi Kuramochi, Keita Shimada, Nobuyuki Komine, Sayori Kiyota, Stephen A. Westcott
  Chem. Commun
  RSC
  2019年, 研究論文（学術雑誌）, 共同, 55, DOI(公開)(r-map), 10527, 10530
• 芳香族ポリイミド原料 の合成反応機構
  平野雅文
  石油学会誌「ペトロテック」
  石油学会
  2018年12月, 研究論文（学術雑誌）, 単独, DOI(公開)(r-map)
• Synthesis of and Catalytic Linear Cross-Dimerizations by an Electron-Deficient Cyclic Diene Complex of Ruthenium(0)
  Hirano, Masafumi; Tanaka, Yukino; Komine, Nobuyuki
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  A ruthenium(0) complex [Ru(eta(6)-naphthalene)(eta(4)-Ph-dbcot)] (la: Ph-dbcot = 5-phenyldibenzo[a,e]cyclooctatetraene) is newly prepared in 53% yield. The IR experiment of [Ru(eta(4)-2,3-dimethylbutadiene)(eta(4)-Ph-dbcot)(CO)] (2a) shows this formal zerovalent ruthenium complex to be very electron-deficient, even though the Ph-dbcot ligand does not have any particular electron-withdrawing functional group. Complex la shows high catalytic activity toward cross-dimerization between conjugated diene with methyl acrylate with high regioselectivity.
  2018年11月26日, 研究論文（学術雑誌）, 共同, 37, 22, 0276-7333, DOI(公開)(r-map), 4173, 4176
• Synthesis of and Catalytic Linear Cross-Dimerization by an Electron-Deficient Cyclic Diene Complex of Ruthenium(0)
  Masafumi Hirano, Yukino Tanaka, Nobuyuki Komine
  Organometallics
  American Chemical Society
  2018年11月, 研究論文（学術雑誌）, 共同, 37, DOI(公開)(r-map), 4173, 4176
• Mechanistic Insights on Pd/Cu-Catalyzed Dehydrogenative Coupling of Dimethyl Phthalate
  Hirano, Masafumi; Sano, Kosuke; Kanazawa, Yuki; Komine, Nobuyuki; Maeno, Zen; Mitsudome, Takato; Takaya, Hikaru
  ACS CATALYSIS
  AMER CHEMICAL SOC
  Despite its industrial importance, very limited mechanistic information on the dehydrogenative coupling of dimethyl phthalate has been reported. Herein we report the detailed mechanism for dehydrogenative coupling of dimethyl phthalate catalyzed by [Pd(OAc)(2)]/[Cu(OAc)(2)]/1,10-phenanthroline center dot H2O (phen center dot H2O). The solution-phase analysis of the catalytic system by XANES shows the active species to be Pd(II), and EXAFS supports the formation of an (acetato)(dimethyl phthalyl)(phen)-palladium(II) complex from [Pd(OAc)(2)]. A formation pathway of tetramethyl 3,3',4,4'-biphenyltetracarboxylate via disproportionation of independently prepared [Pd(OAc){C6H3(CO2Me)(2)-3,4}(phen)] is observed with regeneration of [Pd(OAc)(2)(phen)].
  2018年07月, 研究論文（学術雑誌）, 共同, 8, 7, 2155-5435, DOI(公開)(r-map), 5827, 5841
• 安価なブタジエンとアセチレン誘導体でつくる共役テトラエン −電子材料物質，医薬品の鍵構造をワンポットで合成−
  平野雅文
  月刊「化学」
  化学同人
  2018年04月18日, 研究論文（学術雑誌）, 単独, DOI(公開)(r-map)
• In Situ Routes to Catalytically Active Ru(0) Species by Reduction of Readily Available, Air-Stable Precursors
  Hirano, Masafumi; Kobayashi, Hideyuki; Ueda, Takao; Hiroi, Yuki; Abe, Ryota; Komine, Nobuyuki; Colebatch, Annie L.; Bennett, Martin A.
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  Cross-dimerization of a conjugated diene with a substituted alkene catalyzed by in situ reduction of an air-stable Ru(II) catalyst precursor has been achieved. Reaction of 2,3-dimethylbutadiene with styrene is catalyzed by [Ru(acac)(2)(/eta(4)-1,5-COD)] (2a) (5 mol %) with BuLi (10 mol %) at 50 degrees C for 6 h in hexane, giving the cross-dimers in 99% yield ((E)-4,5-dimethyl-1-phenylhexa-1,4-diene (3a)/(E)-4,5-dimethyl-1-phenylhexa-2,4-diene (3b)/isomers = 84/9/7). Because neither 2a nor BuLi separately catalyzes the cross-dimerization and reduction of 2a with BuLi in the presence of naphthalene produces [Ru(eta(6)-naphthalene)(eta(4)-1,5-COD)] (1a), the active species in this catalysis is considered to be a Ru(0) compound. Interestingly, this in situ reduction method of Ru(II) using BuLi can be applied to the cross-dimerization using an ester such as methyl acrylate. Alternatively, an air-stable Ru(II) complex having a labile arene ligand such as [RuCl2(eta(6)-anisole)](2) (5c) (5 mol %) with Na2CO3 (40 mol %) in the presence of 1,5-COD (20 mol %) at 100 degrees C for 6 h in 2-butanol also catalyzes the same cross-dimerization in 62% yield. These protocols provide facile methods for production of unsaturated linear compounds by the cross-dimerization using air-stable Ru(II) catalyst precursors.
  2018年04月09日, 研究論文（学術雑誌）, 共同, 37, 7, 0276-7333, DOI(公開)(r-map), 1092, 1102
• Ru(0)-Catalyzed Straightforward Synthesis of Conjugated Tetraenes: An Approach using Two Internal Alkynes with 1,3-Butadiene
  Kiyota, Sayori; Hirano, Masafumi
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  The Ru(0)-catalyzed straightforward synthesis of conjugated tetraenes has been achieved in up to 85% yield by coupling of 2 equiv of internal alkynes with 1,3-butadiene at room temperature. The stoichiometric reaction of [Ru(eta(4)-cisoid-1,3-butadiene)(eta(4)-1,5-COD)-(NCMe)] with 2 equiv of 3-hexyne produces a tetraene complex of Ru(0), [Ru{36-eta(4)-(3E,5E,7E,9E)-4,9-diethyldodeca-3,5,7,9-tetraene}(eta(4)-1,5-COD)(NCMe)], in 98% yield, which releases the conjugated tetraene ligand in 92% yield by exposure to 1,3-butadiene.
  2018年01月22日, 研究論文（学術雑誌）, 共同, 37, 2, 0276-7333, DOI(公開)(r-map), 227, 234
• Selective Alkene Insertion into Inert Hydrogen-Metal Bonds Catalyzed by Mono(phosphorus ligand)palladium(0) Complexes
  Komine, Nobuyuki; Ito, Ryo; Suda, Hiromi; Hirano, Masafumi; Komiya, Sanshiro
  ORGANOMETALLICS
  AMER CHEMICAL SOC
  Isolated mono(phosphorus ligand)palladium(0) complexes catalyzed alkene insertions into hydrogen tungsten bonds. These insertions using WHCp(CO)(3) with ethyl acrylate and dimethyl fumarate smoothly gave the corresponding alkyltungsten complexes. Kinetic studies involving the stoichiometric reactions and DFT calculations suggest the following steps: (i) formation of a mono(phosphorus ligand)mono(alkene)palladium(0) species, (ii) subsequent reaction of a metal hydride with the palladium(0), (iii) insertion of the coordinated alkene into the resulting palladium hydride, and (iv) reductive elimination between the alkyl and metal on the palladium center to release the alkylmetal species with regeneration of a palladium(0) by a reaction with alkene.
  2017年11月, 研究論文（学術雑誌）, 共同, 36, 21, 0276-7333, DOI(公開)(r-map), 4160, 4168
• Selective Alkene Insertion into Inert Hydrogen-Metal Bond Catalyzed by Mono(phosphorus ligand)palladium(0) Complexes
  Nobuyuki Komine, Ryo Ito, Hiromi Suda, Masafumi Hirano, Sanshiro Komiya
  Organometallics
  2017年10月17日, 研究論文（学術雑誌）, 共同, 36, DOI(公開)(r-map), 4160, 4168
• Ru(0)-catalyzed C3-selective Coupling Reactions of Unsaturated 5-Membered Heterocycles with Methyl Methacrylate and Methacryl Amide
  Hirano, Masafumi; Moritake, Masahiro; Murakami, Tasuku; Komine, Nobuyuki
  CHEMISTRY LETTERS
  CHEMICAL SOC JAPAN
  C3-selective direct coupling reactions of unsaturated 5-membered heterocycles such as 2,5-dihydrofuran, N-tosyl-2,5-dihydropyrrole, and 3-sulfolene with methyl methacrylate or methacryl amide are catalyzed by [Ru(eta(6)-naphthalene)(eta(4)-bicyclo[3.3.1]nona-2,6-diene)] (1b). As an application of this method, a pesticide lead, 2-methyl-3-(tetrahydrofuran-3-yl)propanamide (6ab) is prepared in 2 steps from 2,5-dihydrofuran in 62% total yield.
  2017年10月, 研究論文（学術雑誌）, 共同, 46, 10, 0366-7022, DOI(公開)(r-map), 1522, 1524
• Regioselectivity Control by Added MeCN in Ru(0)-Catalyzed Cross-Dimerization of Internal Alkynes with Methyl Methacrylate
  Sayori Kiyota, Seonyoung In, Nobuyuki Komine, and Masafumi Hirano
  Chemistry Letters
  2017年07月, 研究論文（学術雑誌）, 共同, 46, 1040
• E-Selective dimerization of phenylacetylene catalyzed by cationic tris(mu-hydroxo)diruthenium(II) complex and the mechanistic insight: The role of two ruthenium centers in catalysis
  Kiyota, Sayori; Soeta, Hirofumi; Komine, Nobuyuki; Komiya, Sanshiro; Hirano, Masafumi
  JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
  ELSEVIER SCIENCE BV
  A dinuclear complex [(Me3P)(3)Ru(mu-OH)(3)Ru(PMe3)(3)](+)[OPh](-) (1) (0.5 mol%) catalyzes E-selective dimerization of phenylacetylene, which involves the C-H bond cleavage of phenylacetylene and resulting stereospecific C-C bond forming reaction, at 100 degrees C for 2h to give (E)-1,4-diphenylbut-3-en-1-yne in quantitative yield (E/Z = 91/9). Similar reactions using 4-nitro-, 4-cyano-, 4-trifluoromethyl-, 4-acetyl, and 4-methylphenylacetylene give the corresponding enynes. The kinetic study for dimerization of phenylacetylene shows the second-order and first-order reactions with regard to the phenylacetylene and I concentrations, respectively, suggesting this reaction to be catalyzed by a dinuclear ruthenium complex. Addition of PMe3 to the catalytic system strongly discourages the dimerization. These features are consistent with the scenario, where dissociation of a PMe3 ligand from 1 gives a coordinatively unsaturated diruthenium species and one of the ruthenium centers performs as a reaction site for the enyne formation and the other ruthenium center behaves as a spectator in the catalysis. (C) 2016 Elsevier B.V. All rights reserved.
  2017年01月, 研究論文（学術雑誌）, 共同, 426, 1381-1169, DOI(公開)(r-map), 419, 428
• E-Selective Dimerization of Phenylacetylene Catalyzed by Cationic Tris(mu-hydroxo)diruthenium(II) Complex and the Mechanistic Insight: The Role of Two Ruthenium Centers in Catalysis
  Sayori Kiyota, Hirofumi Soeta, Nobuyuki Komine, Sanshiro Komiya, Masafumi Hirano
  Journal of Molecular Catalysis, A.
  2017年01月, 研究論文（学術雑誌）, 共同, 426, 419, 428
• Ru(0)-Catalyzed Direct Coupling of Internal Alkynes with Conjugated Dienes: An Efficient Access to Conjugated Trienes
  Sayori Kiyota, Seonyoung In, Nobuyuki Komine, Masafumi Hirano
  Organometallics
  2016年12月, 研究論文（学術雑誌）, 共同, 35, 4033, 4043
• Synthesis of and Catalytic Nitrile Hydration by a Cationic Tris(mu-Hydroxo)diruthenium(II) Complex having PMe3 Ligands
  Sayori Kiyota, Takako Kobori, Hirofumi Soeta, You-ichi Ichikawa, Nobuyuki Komine, Sanshiro Komiya, Masafumi Hirano
  Polyhedron
  2016年05月, 研究論文（学術雑誌）, 共同, 120, 3, 10
• 触媒学会　部会・研究会アニュアルレポート　有機金属研究会
  平野雅文
  触媒年鑑2015
  2016年04月, 単独, 2015
• Ru(0)-Catalyzed C3-Selective Cross-Dimerization of 2,5-Dihydrofuran with Conjugated Dienes
  Masafumi Hirano, Yuki Hiroi, Tasuku Murakami, Hirofumi Ogawa, Sayori Kioyta, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2016年04月, 研究論文（学術雑誌）, 共同, 35, 1342, 1346
• Oxidative Coupling Reactions at Ruthenium(0) and Their Application to Catalytic Homo- and Cross-Dimerizations
  Masafumi Hirano, Sanshiro Komiya
  Coordition Chemistry Reviews
  2016年03月, 共同, 314, 182, 200
• Ru(0)触媒による共役ジエンとスチレンのクロスカップリング反応における置換基効果の理論的解明
  出口　光、大槻恒太、中村沙季、平野雅文、川内　進
  Journal of Computer Chemistry, Japan
  2016年02月, 研究論文（学術雑誌）, 共同, 14, 6, 215, 216
• カルボキシラト遷移金属中間体を鍵とする炭素―水素結合活性化
  平野雅文
  近畿化学協会 OMニュース
  2015年08月, 単独, 3, 74, 79
• Mechanistic Insights into Catalytic Linear Cross-Dimerization between Conjugated Dienes and Styrenes by a Ruthenium(0) Complex
  Masafumi Hirano, Takao Ueda, Nobuyuki Komine, Sanshiro Komiya, Saki Nakamura, Hikaru Deguchi, and Susumu Kawauchi
  Journal of Organometallic Chemistry
  2015年08月, 研究論文（学術雑誌）, 共同, 797, 174, 184
• Synthesis of Heterodinuclear Hydride Complexes by Oxidative Addition of a Transition-Metal Hydride to Pt(0) and Pd(0) Complexes
  Nobuyuki Komine, Ayako Kuramoto, Toshiyuki Yasuda, Tatsuya Kawabata, Masafumi Hirano, and Sanshiro Komiya
  Journal of Organometallic Chemistry
  2015年06月, 研究論文（学術雑誌）, 共同, 792, 194, 205
• モノ（ホスフィン）パラジウム(0)錯体触媒による高活性Markovnikov型ヒドロメタル化反応：ヘテロ二核ヒドリドパラジウム中間体の合成と反応性
  小峰伸之、平野雅文、小宮三四郎
  有機合成化学協会誌
  2015年05月, 研究論文（学術雑誌）, 共同, 5, 616, 631
• Markovnikov-selective Hydrosilylation of Electron-Deficient Alkenes with Arylsilanes Catalyzed by Mono(phosphine)palladium
  Nobuyuki Komine, Makoto Abe, Ryoko Suda, Masafumi Hirano
  Organometallics
  2015年02月, 研究論文（学術雑誌）, 共同, 34, 432, 437
• Regio- and Enantioselective Cross-Dimerization between Conjugated Dienes and Acrylates Catalyzed by New Ruthenium(0) Complexes
  Yuki Hiroi, Nobuyuki Komine, Sanshiro Komiya, Masafumi Hirano
  Organometallic
  2014年12月, 研究論文（学術雑誌）, 共同, 33, 6604, 6613
• Stoichiometric Formation of Conjugated Dienyl Ketones from 1,3-Dienes with Ketenes at Ruthenium(0) Complex
  Masafumi Hirano, Takuya Okamoto, Nobuyuki Komine, Sanshiro Komiya
  New Journal of Chemistry
  2014年10月, 研究論文（学術雑誌）, 共同, 38, DOI(公開)(r-map), 5052, 5057
• Alkene and Alkyne Instertion into Hydrogen-Transition Metal Bonds Catalyzed by Palladium(0) Complex
  Nobuyuki Komine, Ayako Kuramoto, Kouhei Nakanishi, Masafumi Hirano, Sanshiro Komiya
  Topics in Catalysis
  2014年04月, 研究論文（学術雑誌）, 共同, 57, 960, 966
• Direct Access to Fluorene by Successive C-O/C-H Bond Activations of 2-Phenylbenzyl Ester
  Masafumi Hirano, Sosuke Kawazu, Nobuyuki Komine
  Organometallics
  2014年04月, 研究論文（学術雑誌）, 共同, 33, 1921, 1924
• Multiple C-H Bond Cleavage of Alkyl Group in (2,6-Dialkylphenoxo)ruthenium(II) Complex
  Masafumi Hirano, Yasuto Yanagisawa, Endin Mulyadi, Nobuyuki Komine, Sanshiro Komiya
  Organometallics
  2014年04月, 研究論文（学術雑誌）, 共同, 33, 1235, 1244
• Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre
  Masafumi Hirano, Haruka Inoue, Takuya Okamoto, Takao Ueda, Nobuyuki Komine, Sanshiro Komiya, Xian-qi Wang, Marting A. Bennett
  New Journal of Chemistry
  2013年10月, 研究論文（学術雑誌）, 共同, 37, DOI(公開)(r-map), 3433, 3439
• 炭素ー水素結合の水素をプロトンとして切断する
  平野雅文
  OMニュース
  2013年08月, 単独, 3, 109
• Stereoselective Thiirane Desulfurization Controlled by a Bridging or Terminal Acyl Ligand: Concerted vs SN2 Pathways
  Matthew T. Zamora, Kenta Oda, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Journal of Organometallic Chemistry
  2013年06月, 研究論文（学術雑誌）, 共同, 739, DOI(公開)(r-map), 6, 10
• Asymmetric Cross-dimerization between Methyl Methacrylate and Substituted Alkenes by Ru(0)-Bicyclononadiene Complex
  Yuki Hiroi, Nobuyuki Komine, Sanshiro Komiya, and Masafumi Hirano
  Organic Letters
  2013年05月, 研究論文（学術雑誌）, 共同, 15, 10, DOI(公開)(r-map), 2486, 2489
• Stoichiometric and Carbon-Hydrogen Bond Cleavage Reaction in a Bis(carboxylato)ruthenium(II) Complex and Its Application to Catalytic H/D Exchange Reaction of Carboxylic Acids,
  Masafumi Hirano, Ryo Fujimoto, Kohei Hatagami, Nobuyuki Komine and Sanshiro Komiya
  ChemCatChem
  2013年05月, 研究論文（学術雑誌）, 共同, 5, DOI(公開)(r-map), 1101, 1115
• ０価ルテニウム錯体による置換アルケンおよびジエン類の触媒的鎖状カップリング反応：酸化的カップリング機構による化学、位置およびジアステレオ選択的炭素-炭素結合形成反応
  平野雅文・小峰伸之・小宮三四郎
  有機合成化学協会誌
  2012年12月, 研究論文（学術雑誌）, 共同, 12, 31, 44
• Stoichiometric Carbon-Carbon Bond Forming Reaction of 1,3-Diene with 1,2-Diene in a Ruthenium(0) Complex
  Masafumi Hirano, Takuya Okamoto, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2012年07月, 研究論文（学術雑誌）, 共同, 31, 4639, 4642
• Stoichiometric and Catalytic Cross Dimerization between Conjugated dienes and Conjugated Carbonyls by a Ruthenium(0) Complex. Straightforward Access to Unsaturated Carbonyl Compounds by an Oxidative Coupling Mechanism
  Masafumi Hirano, Yasutomo Arai, Yuka Hamamura, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2012年05月, 研究論文（学術雑誌）, 共同, 31, 4006, 4019
• Synthesis of Conjugated Diene Complexes of Ruthenium(0) Derived from (ita6-naphthalene)(1,5-COD):Z to E Isomerisation of Coordinated 1,3-Pentadiene
  Masafumi Hirano, Yumiko Sakate, Haruka Inoue, Yasutomo Arai, Nobuyuki Komine, Sanshiro Komiya, Xian-qi Wang, and Martin A. Bennett
  Journal of Organometallic Chemistry
  2012年03月, 研究論文（学術雑誌）, 共同, 708-709, 46, 57
• Acid-Promoted sp3 C-H Bond Cleavage in a Series of (2-Allylphenoxo)ruthenium(II) Complexes. Mechanistic Insight into the Aryloxo-Acid Interaction and Bond Cleavage Reaction
  Masafumi Hirano, Masahiro Murakami, Toshinori Kuga, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2012年01月, 研究論文（学術雑誌）, 共同, 31, 1, 381, 393
• Carbon-Hydrogen Bond Cleavage Reaction in Four-Coordinate (2,6-Dimethylbenzenethiolato)platinum(II) Complexes. Dramatic Acceleration by Thiolato Hydrogen Acceptor
  Masafumi Hirano, Shin-ya Tatesawa, Minoru Yabukami, Yoko Ishihara, Yusuke, Hara, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2011年09月, 研究論文（学術雑誌）, 共同, 30, 5110, 5122
• Prostereogenic Face and Orientaion Selective Oxidative Coupling Reaction between Methyl Methacrylate and 2,5-Dihydrofuran Catalyzed by Ru(0) Compound
  Yuki Hiroi, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2011年03月, 研究論文（学術雑誌）, 共同, 30, 1307, 1310
• Stoichiometric Regio- and Stereoselective Oxidative Coupling Reactions of Conjugated Dienes with Ruthenium(0). A Mechanistic Insight into the Origin of Selectivity
  Masafumi Hirano, Yumiko Sakate, Nobuyuki Komine, Sasnshiro Komiya, Xian-qi Wang, Martin A. Bennett
  Organometallics
  2011年02月, 研究論文（学術雑誌）, 共同, 30, 768, 777
• ルテニウム錯体の合成と特徴
  平野雅文、小宮三四郎
  錯体化学辞典
  2011年02月, 共同, -
• Branch Selective Allylation of Acetylacetone Catalyzed by Water-soluble Rhodium Complex Catalyst
  Nobuyuki Komine, Kohtaro Ishiguro, Sachiyo Kanai, Masafumi Hirano and Sanshiro Komiya
  Journal of Organometallic Chemistry
  2011年02月, 研究論文（学術雑誌）, 共同, 696, 1927, 1930
• Synthesis of Heterodinuclear Ruthenium-manganese Complex Having mu-Benzylidene Ligand
  Shin-ichi Tanaka, Nobuyuki Komine, Masafumi Hirano and Sanshiro Komiya
  Journal of Organometallic Chemistry
  2011年02月, 研究論文（学術雑誌）, 共同, 696, 632, 635
• Stoichiometric and Catalytic Oxidative Coupling Reactions between Butadiene and Methyl Acrylate Promoted by Ruthenium(0) Complex
  Masafumi Hirano, Yasutomo Arai, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2010年11月, 研究論文（学術雑誌）, 共同, 29, 5741, 5743
• Catalytic Tail-to-tail Selective Dimerization of Methyl Methacrylate Promoted by Ruthenium(0) Complex
  Masafumi Hirano, Yuki Hiroi, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2010年09月, 研究論文（学術雑誌）, 共同, 29, 3690, 3693
• Carbon-Hydrogen Bond Cleavage Reaction in 5-Coordinate Bis(2,6-dimethylbenzenethiolato)ruthenium(II) Complexes
  Masafumi Hirano, Sayaka Togashi, Muneaki Ito, Yuko Sakaguchi, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2010年07月, 研究論文（学術雑誌）, 共同, 29, 3146, 3159
• 共役カルボニル化合物のルテニウム(0)上での反応
  平野雅文
  月刊ファインケミカル
  2010年01月, 単独, 1月, 5
• Isolation of trans-2,5-Bis(methoxycarbonyl)ruthenacyclopentane by Oxidative Coupling of Methyl Acrylate on Ruthenium(0) as an Active Intermediate for Tail-to-tail Selective Catalytic Dimerization
  Masafumi Hirano, Yumiko Sakate, Nobuyuki Komine, Sanshiro Komiya, and Martin A. Bennett
  Organometallics
  2009年08月, 研究論文（学術雑誌）, 共同, 28, 4902, 4905
• Synthesis of Heterodinuclear (Carbene)platinum (or palladium) Complex which Gives mu-Alkenyl Type Complex by Deprotonation
  Shin-ichi Tanaka, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2009年08月, 研究論文（学術雑誌）, 共同, 28, 5368, 5381
• Visible Light Enhanced Selective Reductive Elimination of Methylmanganese Complex from Heterodinuclear Complex
  Sanshiro Komiya, Sei Ezumi, Nobuyuki Komine, and Masafumi Hirnao
  Organometallics
  2009年05月, 研究論文（学術雑誌）, 共同, 28, 3608, 3610
• Reaction of an Oxaruthenacycle with DMAD. Stoichiometric Transformations of 2,6-Xylenol to Allylic Phenols and Benzopyrans via sp3 C-H Bond Cleavage Reaction
  Masafumi Hirano, Izirwan Bin Izhab, Naoki Kurata, Kaori Koizumi, Nobuyuki Komine, and Sanshiro Komiya
  Dalton Transactions
  2009年03月, 研究論文（学術雑誌）, 共同, 2009, 3270, 3279
• Synthesis and Organic Group Transfer of Organoplatinum Complex Having a 1,2-Bis(diphenylphosphino)ethane Ligand
  Nobuyuki Komine, TOmoko Ishiwata, Jun-ya Kasahara, Erino Matsumoto, Masafumi Hirano, and Sanshiro Komiya
  Canadian Journal of Chemistry
  2009年01月, 研究論文（学術雑誌）, 共同, 87, 176, 182
• Acid Promoted Hydrogen Migration in 2-Allylphenoxoruthenium(II) to Form an η³-Allyl Complex
  Masafumi Hirano, Toshinori Kuga, Mariko Kitamura, Susumu Kanaya, Nobuyuki Komine, and Sanshiro Komiya
  Organometallics
  2008年08月, 研究論文（学術雑誌）, 共同, 27, 3635, 3638
• E-Selective Allyl Transfer Reaction in μ-η¹:η²-crotylplatinum-cobalt Complex
  Nobuyuki Komine, Takuma Hirota, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2008年05月, 研究論文（学術雑誌）, 共同, 27, 9, 2145, 2148
• Mechanical Stirring Speed in Water/Hexane Biphasic Catalyst Controls Regioselectivity of Pd-catalyed Allylation Reaction
  Sanshiro Komiya, Akari Sako, Hirofumi Kosuge, Masafumi Hirano, Nobuyuki Komine
  Chemiistry Letters
  2008年05月, 研究論文（学術雑誌）, 共同, 37, 640, 641
• Synthesis and Reactions of Heterodinuclear Organopalladium Complex Having an Unsymmetrical PN Ligand
  Nobuyuki Komiya, Susumu Tsutsuminai, Masafumi Hirano, and Sanshiro Komiya
  Journal of Organometallic Chemistry
  2007年10月, 研究論文（学術雑誌）, 単独, 692, 4486, 4494
• Synthesis of Di-, Tri- Tetra- and Pentacyclic Arene Complexes of Ruthenium(II): [Ru(η⁶-polycyclic arene)(1-5-η⁵-cyclooctadienyl)]PF₆ and Their Reactions with NaBH₄
  Takao Shibasaki, Nobuyuki Komine, Masafumi Hirano and Sanshiro Komiya
  Journal of Organometallic Chemnistry
  2007年05月, 研究論文（学術雑誌）, 共同, 682, 2385, 2394
• Carbon-Oxygen and Carbon-Hydrogen Bond Cleavage Reactions of ortho-substituted Phenols by Ruthenium(II) Complex
  Masafumi Hirano, Hiromi Sato, Nobuyuki Komine, and Sanshiro Komiiya
  Organometallics
  2007年04月, 研究論文（学術雑誌）, 共同, 26, 8, 2005, 20016
• Synthesis and Reactions of Heterodinuclear Organopalladium-cobalt Complexes Acting as Copolymerization Catalyst for Aziridine and Carbon Monoxide
  Shin-ichi Tanaka, Hideko Hoh, Yoshifumi Akahane, Susumu Tsutsuminai, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  J. Organomet. Chem.
  2007年, 研究論文（学術雑誌）, 共同, 692, 1-3, 26, 35
• Synthesis and Structures of Heterodinuclear Organoplatinum(or -palladium)–molybdenum(or -tungsten) Complexes: Unexpected Structural Deformation of Heterodinuclear Propionylplatinum–tungsten Complex Having 1,2-Bis(diphenylphosphino)ethane Ligand
  Nobuyuki Komine, Susumu Tsutsuminai, Hideko Hoh, Toshiyuki Yasuda, Masafumi Hirano, and Sanshiro Komiya
  Inorganic Chimica Acta
  2006年05月, 研究論文（学術雑誌）, 共同, 359, 2699, 3708
• Synthesis of Momo-, Di and Trinuclear Ruthenium(0) Complexes Having a Triphenylene Ligand
  Takao Shibasaki, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2006年01月, 研究論文（学術雑誌）, 共同, 25, 2, 523, 527
• Insertion into and －Hydrogen Elimination of Hydrogen-molybdenum and －Tungsten Bonds. Synthesis and Reactions of Heterodinucelar Hydrido Complexes of Palladium and Platinum with Molybdenum and Tungsten
  Ayako Kuramoto, Kouhei Nakanishi, Tatstuya Kawabata, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2006年01月, 研究論文（学術雑誌）, 共同, 25, 2, 311, 314
• Stoichiometric and Catalytic sp³ C-H/D₂ Exchange Reactions of ortho-Substituted Benzenethiol and Phenols by a Ruthenium(II) Complex. Effect of a Chalcogen Anchor on the Bond Cleavage Reaction
  Masafumi Hirano, Yuko Sakaguchi, Toshiaki Yajima, Naoki Kurata, Nobuyuki Komine and Sanshiro Komiya
  Organometallics
  2005年09月, 研究論文（学術雑誌）, 単独, 24, 20, 4799, 4809
• Enhanced Reductive Elimination of Dialkylold(III) COmplexes in Water
  Nobuyuki Komine, Kaoru Ichikawa, Anna Mori, Masafumi Hirano, and Sanshiro Komiya
  Chemistry Letters
  2005年08月, 研究論文（学術雑誌）, 共同, 34, 1704, 1705
• Dehydrogenative Formation of a (η⁴-Enone)ruthenium(0) Complex as a Key Intermediate in the Catalytic Isomerization of Allylic Alcohol to Ketone
  Kanaya, Susumu; Imai, Yuya; Komine, Nobuyuki; Hirano, Masafumi; Komiya
  Organometallics
  2005年04月, 研究論文（学術雑誌）, 共同, 24, 6, 1059, 1061
• Synthesis, Structure, and Fluxional Behavior of κ¹-O-Enolatoiron(II) Complexes Derived from 1,3-Dicarbonyl Compounds
  Kiyota, Sayori; Tamuki, Jun-ichi; Komine, Nobuyuki; Hirano, Masahumi; Komiya
  Chemistry Letters
  2005年04月, 研究論文（学術雑誌）, 共同, 34, 4, 498, 499
• Selective allylation of arenethiols using water-soluble palladium complex catalyst in recyclable water/hexane biphasic media
  Komine, Nobuyuki; Sako, Akar; Hirahara, Shin-ya; Hirano, Masafumi; Komiya
  Chemistry Letters
  2005年02月, 研究論文（学術雑誌）, 共同, 34, 2, 246, 247
• Copolymerization of Aziridines and Carbon Monooxide Catalyzed by a Heterodinuclear Organopalladium-cobalt Complex
  Nobuyuki Komine, Shin-ichi Tanaka, Susumu Tsutsuminai, Y. Akahane, M.asafumi Hirano, and Sanshiro Komiya
  Chem. Lett.
  2004年07月, 研究論文（学術雑誌）, 共同, 34, 858, 859
• Synthesis and Reactions of Heterodinuclear Organoplatinum Complexes Having an Unsymmetrical PN Ligand
  Susumu Tsutsuminai, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2004年, 研究論文（学術雑誌）, 共同, 23, 21, 22
• Enhanced C-C Bond Formation of Heterodinuclear Methylplatinum-molybdenum Complexes Having an Hemilabile Ligand with Dialkylaceylenedicarboxylate
  Susumu Tsutsuminai, Nobuyuki Komine, Masafumi Hirano, and Sanshiro Komiya
  Organometallics
  2004年, 研究論文（学術雑誌）, 共同, 23, 44, 53
• Synthesis and reactions of polyareneruthenium complexes
  共著者 Masafumi Hirano, Takao Shibasaki, Nobuyuki Komine and Sanshiro Komiya
  35th International Conference of Coordination Chemistry(Heidelberg, Germany)
  2003年07月, 共同
• Reaction of Ru(COD)(COT) with Lewis bases
  共著者 Masafumi Hirano, Chifumi Nagata, Koji Onuki, Jose G. Planas, Nobuyuki Komine, and Sanshiro Komiya
  20th International Conference on Organometallic Chemistry(Colfu, Greece)
  2003年07月, 共同
• カルベン錯体の新しい動向
  近畿化学協会 オルガノメタリックニュース
  2003年05月, 研究論文（学術雑誌）, 単独
• Bond Activation by Low Valent Ruthenium Complexes
  Sanshiro Komiya and Masafumi Hirano
  Dalton Trans.
  2003年04月, 研究論文（学術雑誌）, 共同, 1439, 1453
• 遷移金属錯体によるエチレン／極性ビニルモノマー共重合への挑戦
  日本化学会 化学と工業
  2003年04月, 研究論文（学術雑誌）, 単独, 4
• Regioselective C-H or N-H bond cleavage reactions of heterocyclic compounds by Ru(1,5-COD)(1,3,5-COT)/monodentate phosphine
  Masafumi Hirano, Koji Onuki, Yuichi Kimura, Nobuyuki Komine and Sanshiro Komiya
  Inorg. Chim. Acta
  2003年, 研究論文（学術雑誌）, 共同, 352, 160
• Ligand displacement reaction of Ru(h⁴-1,5-COD)(h⁶-1,3,5-COT) with Lewis bases
  Masafumi Hirano, Rie Asakawa, Chifumi Nagata, Takashi Miyasaka, Nobuyuki Komine and Sanshiro Komiya
  Organometallics
  2003年, 研究論文（学術雑誌）, 共同, 22, 2378, 2386
• Synthesis and b-Hydrogen elimination of water-soluble dialkylplatinum(II) complexes
  Sanshiro Komiya, Miho Ikuine, Nobuyuki Komine, and Masafumi Hirano
  Bull. Chem. Soc. Jpn.
  2003年, 研究論文（学術雑誌）, 共同, 76, 183, 188
• 低原子価ルテニウム錯体による選択的結合切断反応の開発
  平野雅文、小峰伸之、小宮三四郎
  有機合成化学協会 有機合成化学協会誌
  2002年12月, 研究論文（学術雑誌）, 共同
• オルセー美術館の印象派絵画とその展示について
  繊維博物館 繊維博物館ニュース
  2002年10月, 研究論文（大学，研究機関紀要）, 単独, 47
• Synthesis of and stereospecific hydride migration in cationic (tricyclic arene)(cyclooctadiene)ruthenium(II) complexes
  Masafumi HIrano, Takao Shibasaki, Sanshiro Komiya and Martin A. Bennett
  Organometallics
  2002年, 研究論文（学術雑誌）, 共同, 21, 5738, 5745
• Synthesis and reactions of water-soluble diorganoplatinum(II) complexes
  Sanshiro Komiya, Miho Ikuine, Nobuyuki Komine, and Masafumi Hirano
  Chem. Lett.
  2002年, 研究論文（学術雑誌）, 共同, 72, 73
• Crystal and solution structures of photochromic spirobenzothiopyran. first full characterization of the meta-stable colored species
  Masafumi Hirano, Kohtaro Osakada, Hiroyuki Nohira, and Akira Miyashita
  J. Org. Chem.
  2002年, 研究論文（学術雑誌）, 共同, 67, 533, 540
• Enhancement of CO insertion into Pd-C bond on Pd-Co heterodinuclear complex
  Atsushi FUKUOKA, Sumiko FUKAGAWA, Masafumi HIRANO, Nobuaki KOGA, Sanshiro KOMIYA
  Organometallics
  2001年05月, 研究論文（学術雑誌）, 共同, 20, 2065, 2075
• Preferential bond activation of sp³ C-H over sp² C-H in a,b-unsaturated carboxylic acids by ruthenium complex
  Susumu Kanaya,Nobuyuki Komine, Masafumi HIRANO and Sanshiro Komiya
  Chem. Lett.
  2001年, 研究論文（学術雑誌）, 共同, 1284, 1285
• Preparation of highly dispersed nano-scale platinum composite polymer using reactive organoplatinum complexes
  Sanshiro KOMIYA, Masaru KUWAHARA, Naoko AWAZU, Jyuichi FUKATANI, Masafumi HIRANO
  J. Mater. Sci. Lett.
  2001年, 研究論文（学術雑誌）, 共同, 20, 743, 744
• sp³C-H Bond activation of 2,6-dimethylbenzenethiol with ruthenium complex. An application to catalytic H/D exchange reaction
  Masafumi HIRANO, Yuko SAKAGUCHI, Toshiaki YAJIMA, Sanshiro KOMIYA
  2000 International Chemical Congress of Pacific Basin Societies(Honolulu, USA)
  2000年12月, 共同
• Oxidative addition of organocobalt(I) and ?molybdenum(II) complexes to palladium(0) complexes to give heterodinuclear organometallic complexes
  Nobuyuki KOMINE, Hideko HOH, Masafumi HIRANO, Sanshiro KOMIYA
  Organometallics
  2000年12月, 研究論文（学術雑誌）, 共同, 19, 5251, 5253
• Versatile coordination modes and transformation of cyclooctatriene ligand in Ru(C₈H₁₀)L ₃
  Sanshiro KOMIYA, Jose Giner PLANAS, Koji ONUKI, Zhaobin LU, Masafumi HIRANO
  Organometallics
  2000年10月, 研究論文（学術雑誌）, 共同, 19, 4051, 4059
• Michael addition of N-bonded enolato ligand in Fe and Ru complexes to acrylonitrile
  Masafumi HIRANO, Sayori KIYOTA, Masataka IMOTO, Sanshiro KOMIYA
  Chem. Commun.
  2000年08月, 研究論文（学術雑誌）, 共同, 1679, 1680
• Successive O-H and sp³ C-H bond activations of ortho substituted phenols by a ruthenium(0) complex
  Masafumi HIRANO, Naoki KURATA, Sanshiro KURATA
  J. Organomet. Chem.
  2000年06月, 研究論文（学術雑誌）, 共同, 607, 18, 26
• Carbon-oxygen and carbon-sulfur bond activation of vinyl esters, ethers and sulfides by low valent ruthenium complexes
  Jose Giner PLANAS, Tsuyoshi MARUMO, Yooichi ICHIKAWA, Masafumi HIRANO, Sanshiro KOMIYA
  J. Chem. Soc., Dalton Trans.
  2000年06月, 研究論文（学術雑誌）, 共同, 2613, 2625
• 第１０回有機合成を指向した有機金属化学国際会議（OMCOS-10）参加報告
  （社）触媒学会 触媒年鑑
  2000年04月, 研究論文（学術雑誌）, 単独
• C-Si Bond cleavage of trihalomethyltrimethylsilane by alkoxo- and aryloxogold or -copper complexes
  Yoko USUI, Junko NOMA, Masafumi HIRANO, Sanshiro KOMIYA
  Inorg. Chim. Acta.
  2000年03月, 研究論文（学術雑誌）, 共同, 309, 151, 154
• Synthesis of hydridoplatinum-molybdenum (or tungsten) heterodinuclear complexes by b hydrido elimination of (dppe)EtPt-WCp(CO)₃. Selective hydride transfer from Pt to Mo ( or W)
  Sanshiro KOMIYA, Toshiyuki YASUDA, Atsushi FUKUOKA, Masafumi HIRANO
  J. Catal., A
  2000年02月, 研究論文（学術雑誌）, 共同, 159, 63, 70
• Regio- and stereoselective insertion reactions of thiiranes into Pt-Mn(or Re) bond in organoplatinum-manganese or ?rhenium heterodinuclear complexes as intermediate toward desulfurization reaction
  Sanshiro KOMIYA, Shin-ya MUROI, Masaki FURUYA, Masafumi HIRANO
  J. Am. Chem. Soc.
  2000年01月, 研究論文（学術雑誌）, 共同, 122, 170, 171
• Ring opening reactions of thiiranes by alkoxo- and aryloxogold(I) complexes
  Yoko USUI, Junko NOMA, Masafumi HIRANO, Sanshiro KOMIYA
  J. Chem. Soc., Dalton Trans.
  1999年11月, 研究論文（学術雑誌）, 共同, 4397, 4406
• Regioselective 1,2-insertion of Ru into C-S bond in 3-substituted thiophenes
  Jose Giner PLANAS, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Comm.
  1999年10月, 研究論文（学術雑誌）, 共同, 1793, 1794
• Synthesis and ligand exchange control of Ru(h²-C₂H₃YPh)(cod)(depe) (Y = O, S)
  Jose Giner PLANAS, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1999年09月, 研究論文（学術雑誌）, 共同, 953, 954
• Synthesis of N-bonded enolatoruthenium(II) by oxidative addition of alkyl cyanocarboxylate to a ruthenium(0) complex
  Masafumi HIRANO, Atsushi TAKENAKA, Yuji MIZUHO, Makiko HIRAOKA Sanshiro KOMIYA
  J. Chem. Soc., Dalton Trans.
  1999年08月, 研究論文（学術雑誌）, 共同, 3209, 3216
• Successive O-H/S-H and sp³ C-H bond activation of ortho-substituted phenols by a ruthenium(0) complex
  共著者 　Masafumi HIRANO,Naoki KURATA, Sanshiro KOMIYA
  10^th IUPAC Symposium on Organo-Metallic Chemistry directed toward Organoic Synthesis(Versailles, France)
  1999年07月, 共同
• Effect of Pt precursors on N₂/N₂O selectivity for selective reduction of NO by hydrocarbon on supported Pt catalysts
  Reiko DOUMEKI, Masaharu HATANO, Hiroo KINOSHITA, Emi YAMASHITA, Masafumi HIRANO, Atsushi FUKUOKA, Sanshiro KOMIYA
  Chem. Lett
  1999年05月, 研究論文（学術雑誌）, 共同, 515, 516
• Highly Z-selective isomerization of 2-allylphenol catalyzed by Ru(cod)(cot)/PR₃
  Takehiro SATO, Nobuyuki KOMINE, Masafumi HIRANO,Sanshiro KOMIYA
  Chem. Lett.
  1999年04月, 研究論文（学術雑誌）, 共同, 441, 442
• Polymerization of alkyl methacrylate catalyzed by hydridorhenium complexes
  Sanshiro KOMIYA, Tomoko CHIGIRA, Toru SUZUKI, Masafumi HIRANO
  Chem. Lett.
  1999年03月, 研究論文（学術雑誌）, 共同, 347, 348
• Water-soluble rhodium and iridium complexes with tris(hydroxymethyl)phosphine and their activity in biphasic hydroformylation and hydrogenation
  Atsushi FUKUOKA, Wataru KOSUGI, Fumiaki MORISHITA, Masafumi HIRANO, Louise McCAFFERY, William HENDERSON, Sanshiro KOMIYA
  J. Chem. Soc., Chem. Commun.
  1999年03月, 研究論文（学術雑誌）, 共同, 489, 490
• Synthesis of organo(siloxo)platinum and -palladium complexes and preparation of supported nanoclusters by facile ligand reduction
  Atsushi FUKUOKA, Akihiro SATO, Kin-ya KODAMA, Masafumi HIRANO,Sanshiro KOMIYA
  Inorg. Chim. Acta,
  1999年02月, 研究論文（学術雑誌）, 共同, 294, 266, 274
• C-S, C-H, and N-H Bond cleavage of heterocycles by a zerovalent Iron complex, Fe(N₂)(depe)₂ [depe = 1,2-bis(diethylphosphino)ethane]
  Takashi MORIKITA, Masafumi HIRANO, Sanshiro KOMIYA
  Inorg. Chim. Acta.
  1999年02月, 研究論文（学術雑誌）, 共同, 291, 341, 354
• C-O and C-S Bond activation of allyl esters, ethers, and sulfides by low valent ruthenium complexes
  Jose Giner PLANAS, Tsuyoshi MARUMO, Yoichi ICHIKAWA, Masafumi HIRANO,Sanshiro KOMIYA
  J. Mol. Cat.
  1999年01月, 研究論文（学術雑誌）, 共同, 147, 137, 154
• Synthesis and structure of thiolato bridged early-late heterobimetallic complexes with methyl group
  Naofumi NAKAHARA, Masafumi HIRANO, Atsushi FUKUOKA, Sanshiro KOMIYA
  J. Organomet. Chem.
  1999年01月, 研究論文（学術雑誌）, 共同, 572, 81, 85
• Michael reactions promoted by h¹-enolatoruthenium(II) complexes derived from Ru(cod)(cot), diphosphine, and dimethyl malonate
  共著者 　Salvador G. ALVAREZ, Sachi HASEGAWA, Masafumi HIRANO, Sanshiro KOMIYA
  Tetrahedron Lett.
  1998年10月, 研究論文（学術雑誌）, 共同, 39, 5209, 5212
• Tail-to-tail dimerization of acrylonitrile catalyzed by low-valent ruthenium complexes
  共著者 　AtsushiFUKUOKA, Takeyuki NAGANO, Shuichi FURUTA, Michito YOSHIZAWA, Masafumi HIRANO, Sanshiro KOMIYA
  Bull. Chem. Soc. Jpn.
  1998年07月, 研究論文（学術雑誌）, 共同, 71, 1409, 1415
• N-Bonded enolatorhenium(I) complexes having dimethylphenylphosphine ligands as active key intermidates in catalytic Knoevenagel and Michael reactions
  Masafumi HIRANO, Miwa HIRAI, Yuji ITO, Tsutomu TSURUMAKI, Atsushi BABA, Atsushi FUKUOKA, Sanshiro KOMIYA
  J. Organomet. Chem.
  1998年05月, 研究論文（学術雑誌）, 共同, 569, 3, 14
• C-S Bond cleavage of allyl thioethers by zerovalent Ru complexes
  Jose G. PLANAS, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1998年02月, 研究論文（学術雑誌）, 共同, 123, 124
• Synthesis, structure and reactivity of (h⁶-naphthalene)iron(0) complex having a 1,2-bis(dicyclohexylphosphino)ethane Ligand
  Hiroaki KUBO, Masafumi HIRANO, Sanshiro KOMIYA
  J. Organomet. Chem.
  1998年02月, 研究論文（学術雑誌）, 共同, 556, 89, 95
• Successive O-C/O-H and sp³C-H bond activation of ortho-substituents in allyl phenyl ethers and phenols by a ruthenium(0) complex
  Masafumi HIRANO, Naoki KURATA, Tsuyoshi MARUMO, Sanshiro KOMIYA
  Organometallics
  1998年02月, 研究論文（学術雑誌）, 共同, 17, 501, 503
• Hydrogen transfer in Pt-Mo heterodinuclear hydride complexes promoted by alkynes
  Toshiyuki YASUDA, Atsushi FUKUOKA, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1998年01月, 研究論文（学術雑誌）, 共同, 29, 30
• Activation of coordinated carbon dioxide in Fe(CO₂)(depe)₂ by Group 14 electrophiles
  Masafumi HIRANO, Masatoshi AKITA, Kazuo TANI, Kuninori KUMAGAI, Noriko C. KASUGA, Atsushi FUKUOKA, Sanshiro KOMIYA
  Organometallics
  1997年10月, 研究論文（学術雑誌）, 共同, 16, 4206, 4213
• Hydrogen abstraction from transition metal hydrides by gold alkoxides giving gold containing heterodinuclear complexes
  Yoko USUI, Masafumi HIRANO, Atsushi FUKUOKA, Sanshiro KOMIYA
  Chem. Lett.
  1997年09月, 研究論文（学術雑誌）, 共同, 981, 982
• Synthesis and structural study of photochromic transition metal complexes, (h⁶-spirobenzopyran)Cr(CO)₃
  Akira MIYASHITA, Atsushi IWAMOTO, Tomoya KUWAYAMA, Hiroaki SHITARA, Yoshio AOKI, Masafumi HIRANO, Hiroyuki NOHIRA
  Chem. Lett.
  1997年09月, 研究論文（学術雑誌）, 共同, 965, 966
• Synthesis and reactions of dinitrogen complex of iron(0), Fe(N₂)(depe)₂
  Masafumi HIRANO, Masatoshi AKITA, Takashi MORIKITA, Hiroaki KUBO, Atsushi FUKUOKA, Sanshiro KOMIYA
  J. Chem. Soc., Dalton, Trans.
  1997年09月, 研究論文（学術雑誌）, 共同, 3453, 3458
• Synthesis of Organometallic Compounds - A Practical Guide -
  共著者 Sanshiro KOMIYA, Masafumi HIRANO
  John Wiley and Sons
  1997年06月, 共同
• Insertion of CO into a CH₃-Pd bond in a heterodinuclear complex (dpe)MePd-Co(CO)₄. Preferential insertion of coordinated CO on a cobalt moiety
  Atsushi FUKUOKA, Sumiko FUKAGAWA, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1997年03月, 研究論文（学術雑誌）, 単独, 377, 378
• Enhancement of b-hydrogen elimination reaction on platinum-containing heterodinuclear complexes
  Atsushi FUKUOKA, Takeshi SUGIURA, Toshiyuki YASUDA, Tomoya TAGUCHI, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1997年03月, 研究論文（学術雑誌）, 共同, 329, 330
• Unexpected ligand displacement of Ru(cod)(cot) with trimethylphosphine to give fac-Ru(6-h¹:1-3-h³-C₈H₁₀)(PMe₃)₃
  Masafumi HIRANO, Tsuyoshi MARUMO, Takashi MIYASAKA, Atsushi FUKUOKA, Sanshiro KOMIYA
  Chem. Lett.
  1997年02月, 研究論文（学術雑誌）, 共同, 297, 298
• 有機ヘテロ二核・クラスター錯体の触媒化学
  福岡　淳、平野雅文、小宮三四郎
  （社）触媒学会 触媒
  1996年04月, 研究論文（学術雑誌）, 共同, 38, 281
• Condensation reactions of benzaldehyde catalyzed by gold alkoxides
  Sanshiro KOMIYA, Takuo SONE, Yoko USUI, Masafumi HIRANO, Atsushi FUKUOKA
  Gold Bulletin
  1996年04月, 研究論文（学術雑誌）, 共同, 29, 131, 136
• Synthesis and reactivity of organoplatinum-rhenium heterobimetallic complexes having sulfur ligand
  Atsushi FUKUOKA, Yutaka MINAMI, Nobumasa NAKAJIMA, Masafumi HIRANO, Sanshiro KOMIYA
  J. Mol. Catal.
  1996年02月, 研究論文（学術雑誌）, 共同, 107, 323, 328
• Ruthenium-catalyzed aldol and Michael reactions of nitriles. Carbon-carbon bond formation by a?C-H activation of nitriles
  Shun-ichi MURAHASHI, Takeshi NAOTA, Hiroshi TAKI, Masahiko MIZUNO, Hikaru TAKAYA, Sanshiro KOMIYA, Yuji MIZUHO, Naohiko OYASATO, Makiko HIRAOKA, Masahumi HIRANO, Atsushi FUKUOKA
  J. Am. Chem. Soc.
  1995年12月, 研究論文（学術雑誌）, 共同, 117, 12436, 12451
• Synthesis and structure of novel organo(siloxo)platinum complexes. Facile reduction by dihydrogen
  Atsushi FUKUOKA, Akihiro SATO, Yuji MIZUHO, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1994年08月, 研究論文（学術雑誌）, 共同, 1641, 1644
• C-O Bond oxidative addition of allyl carboxylate to rutheniumu(0) complex. Isolation of (p-allyl)(trifluoroacetato)tris(triethylphosphine)-ruthenium(II)
  共著者 　Sanshiro KOMIYA, Takashi KABASAWA, Koji YAMASHITA, Masafumi HIRANO, Atsushi FUKUOKA
  J. Organomet. Chem.
  1994年05月, 研究論文（学術雑誌）, 共同, 471, C6, C7
• Synthesis, structure and reactions of a carbon dioxide complex of iron(0) containing 1,2-bis(diethylphosphino)ethane ligands
  Sanshiro KOMIYA, Masatoshi AKITA, Noriko KASUGA, Masafumi HIRANO, Atsushi FUKUOKA
  J. Chem. Soc., Chem. Commun.
  1994年05月, 研究論文（学術雑誌）, 共同, 1115, 1116
• ルテニウムを用いたインドール合成
  （社）近畿化学協会 Organometallic News
  1994年04月, 研究論文（学術雑誌）, 単独, 3, 90
• Homogeneous bimetallic catalysts for production of carboxylic acids from carbon dioxide, hydrogen, and organic iodides
  Atsushi FUKUOKA, Naotaka GOTOH, Norikazu KOBAYASHI, Masafumi HIRANO, Sanshiro KOMIYA
  Chem. Lett.
  1994年03月, 研究論文（学術雑誌）, 共同, 567, 568
• Study of photochromic chromium complexes having a spiropyran ligand
  埼玉大学
  1993年03月, 単独
• Synthesis and photochemical properties of novel spirobenzoselenazolinobenzopyrans
  Masafumi HIRANO, Akira MIYASHITA, Hiroaki SHITARA, Hiroyuki NOHIRA
  Chem. Lett.
  1991年09月, 研究論文（学術雑誌）, 共同, 1873, 1876
• Synthesis and metastable structure of new photochromic spiroindolinobenzothiopyran
  Masafumi HIRANO, Akira MIYASHITA, Hiroyuki NOHIRA
  Chem. Lett.
  1991年02月, 研究論文（学術雑誌）, 共同, 209, 212