Theoretical Studies on the Pericyclic Reaction Mechanisms

• Project/Area Number: 18550015
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Physical chemistry
• Research Institution: Gifu University
• Principal Investigator: SAKAI Shogo Gifu University, 工学部, 教授 (40221262)
• Project Period (FY): 2006 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥3,910,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥510,000); Fiscal Year 2008: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2007: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2006: ¥1,700,000 (Direct Cost: ¥1,700,000)
• Keywords: 電子状態 / [2+2+2]付加反応機構 / 金属-エン反応機構 / 1,3-双局子反応機構 / ab initio MO / ペリ環状反応 / Diels-Alder反応 / [2+2;2]付加反応 / 金属エン反応 / クライゼン反応 / IMiC MO法 / 分子軌道法 / ぺり環状反応 / クライゼン転移 / 擬ペリ環状反応 / エン反応 / 芳香族性 / CiLc-IRC解析 / IMic Mo法

Research Abstract

有機化学反応はイオン反応、ラジカル反応、およびペリ環状反応に分類されており、この内イオン反応、ラジカル反応は古くから知られておりその機構も十分研究されてきた。1960年代になり始めて明らかにされたペリ環状反応については未だその反応機構が十分理解されていない。本研究はペリ環状反応の基底状態、光励起状態における反応制御・設計を目的として反応機構の解析を行ないその基礎を築いた。

Research Products

• [Journal Article] Calculations suggest facile hydrogen relase from water using boranes and alanes as catalysts (2009)
  • Author(s): S. Swinnen, V. S. Nguyen, Shogo Sakai, M. T. Nguyen
  • Journal Title: Chem. Phys. Lett. 472 Pages: 175-180
  • Peer Reviewed
• [Journal Article] Theoretical Studies of Metallo (Li and Na)-Ene Reactyion Mechanisms (2008)
  • Author(s): S. Sakai, T. Hikida
  • Journal Title: J. Phys, Chem. A. 112 Pages: 10985-10992
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Photochemical Reaction Mechanisms of o-Xylylene. Effects of Phenyl Group for Elrctrocyclic Reaction Mechanism (2008)
  • Author(s): Sakai, T. Yamada
  • Journal Title: Physical Chemistry Chemical Physics 10 Pages: 3861-3866
  • Peer Reviewed
• [Journal Article] Criteria for pericyclic and pseudopericyclic character of electrocyclization of (Z)-1,2.4.6-heptatetraene and (2Z)-2,4,5-hexatriene-1-imine (2008)
  • Author(s): S. Sakai
  • Journal Title: Theor. Chem. Account 120 Pages: 177-183
  • Peer Reviewed
• [Journal Article] Criteria for pericyclic and pseudopericyclio Character of electrocyclization of (Z)-l, 2, 4, 6-heptatetraene and (2Z)-2, 4, 5-hexatriene-1-imine (2008)
  • Author(s): S. Sakai
  • Journal Title: Theoretica Chemica Accounts 120 Pages: 177-183
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Photochemical Reaction Mechanisms of O-xylylene. Effects of Phenyl group for electrocyclic Reaction Mechanism. (2008)
  • Author(s): S. Sakai, T. Yamada
  • Journal Title: Chemical Physics Physical Chemistry 10 Pages: 3861-3866
  • Peer Reviewed
• [Journal Article] Theoretical Studies of Metallo (Li and Na)-Ene Reaction Mechanisms. (2008)
  • Author(s): S. Sakai, T. Hikida
  • Journal Title: Journal of Physical Chemistry A 112 Pages: 10985-10992
  • Peer Reviewed
• [Journal Article] Theoretical Analysis of Concerted and Stepwise Mechanisms of Diels-Alder Reactions of Butadiene with Silaethylene and Disilene (2007)
  • Author(s): H. Wakayama, S. Sakai
  • Journal Title: J. Phys. Chem. A 111 Pages: 13575-13582
  • Peer Reviewed
• [Journal Article] Synthesis, Structure and Properties of TTF-Carboxylate Bridged Paddlewheel Dirhodium Complexes, Rh2(ButCO2)3(TTFCO2) and Rh2(ButCO2)2(TTFCO2)2 (2007)
  • Author(s): M. Ebihara, M. Nomura, S.Sakai, and T. Kawamura
  • Journal Title: Inorg. Chim. Acta 360 Pages: 2345-2352
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Role of Bridging Group of Cp Ligands for the Ziegler-Natta Catalysis (2007)
  • Author(s): S. Sakai, J. Mol
  • Journal Title: Struc.(THEOCHEM) 804 Pages: 35-39
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Role of Bridging Group of Cp Ligands for the Ziegle r-Natta Catalysis (2007)
  • Author(s): S. Sakai
  • Journal Title: J. Mol. Struc. (THEOCHEM) 804 Pages: 35-39
  • Peer Reviewed
• [Journal Article] Synthesis, Structure and Properties of TTF-Carboxylate Bridged Paddlewheel Dirhodium Complexes, Rh2(ButCO2)3(TTFCO2)and Rh2(ButCO2)2(TTFCO2)2. (2007)
  • Author(s): M. Ebihara, M. Nomura, S. Sakai, and T. Kawamura
  • Journal Title: Inorg. Chim. Acta 360 Pages: 2345-2352
  • Peer Reviewed
• [Journal Article] Theoretical Analysis of Concerted and Stepwise Mechanisms of Diels-Alder Reactions of Butadiene with Silaethylene and Disilene. (2007)
  • Author(s): H. Wakayama, S. Sakai
  • Journal Title: J. Phys. Chem. A 111 Pages: 13575-13582
  • Peer Reviewed
• [Journal Article] Theoretical study on the role of bridging group of Cp ligands for the Ziegler-Natta catalysis. (2007)
  • Author(s): S.Sakai
  • Journal Title: J. Mol. Struc.(THEOCHEM) 804・1-3 Pages: 35-39
• [Journal Article] Theoretical Studies on the Ene Reaction Mechanisms of Propene and Cyclopropene with Ethylene and Cyclopropene : Concerted and Stepwise (2006)
  • Author(s): S. Sakai
  • Journal Title: J. Phys. Chem. A. 110 Pages: 12891-12899
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Electrocyclic Reactions of Bis(allene) and Vinylallene. Role of Allene Group (2006)
  • Author(s): S. Sakai
  • Journal Title: J. Phys. Chem. A. 110 Pages: 9443-9450
  • Peer Reviewed
• [Journal Article] Theoreical Study on the Aromaticity of Transition States in Pericyclic Reactions (2006)
  • Author(s): S. Sakai
  • Journal Title: J. Phys. Chem. A. 110 Pages: 6339-6344
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Li+ Ion Hydration System by the Molecular Dynamics Simulations with Ab Initio IMiC MO Method (2006)
  • Author(s): S. Morita and S. Sakai
  • Journal Title: Bull. Chem. Soc. Japan 79 Pages: 397-405
  • Peer Reviewed
• [Journal Article] Theoretical Studies on the Li+ Ion Hydoration System by the Molecular Dynamics Simulations with Ab Initio IMiC MO Method. (2006)
  • Author(s): S.Sakai, S.Morita
  • Journal Title: Bull. Chem. Soc. Japan 79・3 Pages: 397-405
• [Journal Article] Theoretical study on the Aromaticity of Transition States in Pericyclic Reactions. (2006)
  • Author(s): S.Sakai
  • Journal Title: J. Phys. Chem. A 110・19 Pages: 6339-6344
• [Journal Article] Theoretical study on the Electrocyclic Reactions of Bis(allene) and Vinylallene. Role of Allene Group. (2006)
  • Author(s): S.Sakai
  • Journal Title: J. Phys. Chem. A 110・30 Pages: 9443-9450
• [Journal Article] Theoretical study on the Ene Reaction Mechanisms of propene and cyclopropene with ethylene and cyclopropene : Concerted and Stepwise. (2006)
  • Author(s): S.Sakai
  • Journal Title: J. Phys. Chem. A 110・47 Pages: 12891-12899
• [Presentation] 金属(Li, Na)ーエン反応機構の理論的研究。協奏機構か段階機構かあるいは金属触媒機構? (2008)
  • Author(s): 酒井章吾、疋田貴大
  • Organizer: 第19回基礎有機化学討論会
  • Place of Presentation: 大阪大学コンベンションセンター
  • Year and Date: 2008-10-05
• [Presentation] 金属(Li, Na)-エン反応機構の理論的研究。協奏機構か段階機構かあるいは金属触媒機構? (2008)
  • Author(s): 酒井章吾, 疋田貴大
  • Organizer: 第19回基礎有機化学討論会
  • Place of Presentation: 大阪大学コンベンションセンター
  • Year and Date: 2008-10-05
• [Presentation] メタル(Li, Na)エン反応機構は"エン"反応か金属触媒反応か? (2008)
  • Author(s): 酒井章吾、疋田貴大
  • Organizer: 第2回分子科学討論会
  • Place of Presentation: 福岡国際会議場
  • Year and Date: 2008-09-27
• [Presentation] IMiC MO法を用いたH3O+(H2O)nクラスターの理論的解析 (2008)
  • Author(s): 宇田川太郎、酒井章吾
  • Organizer: 第2回分子科学討論会
  • Place of Presentation: 福岡国際会議場
  • Year and Date: 2008-09-26
• [Presentation] メタル(Li, Na)エン反応機構ばエゾ反応か金属触媒反応か? (2008)
  • Author(s): 酒井章吾, 疋田貴大
  • Organizer: 第2回分子科学討論会
  • Place of Presentation: 福岡国際会議場
  • Year and Date: 2008-09-24
• [Presentation] Theoretical Studies of Metallo(Lianf Na)-Ene Reaction Mechanisms (2008)
  • Author(s): 酒井章吾、疋田貴大
  • Organizer: Eighth Triennial Congress of the World Association of Theoretical and Computational Chemists
  • Place of Presentation: Sydney, Australia
  • Year and Date: 2008-09-15
• [Presentation] Theoretical Studies of Metallo (Li anf Na) - Ene Reaction Mechanisms (2008)
  • Author(s): 酒井章吾, 疋田貴大
  • Organizer: Eighth Triennial Congress of the World Association of Theoretical and Computational Chemists
  • Place of Presentation: Sydney, Australia
  • Year and Date: 2008-09-15
• [Presentation] あるペリ環状反応機構の理論的一考察 (2008)
  • Author(s): 酒井章吾
  • Organizer: 第15回北海道理論化学オープンセミナー2008
  • Place of Presentation: 北海道教育大学釧路校
  • Year and Date: 2008-08-17
• [Presentation] あるペリ環状反応機構の理論的一考察 (2008)
  • Author(s): 酒井章吾
  • Organizer: 第15回北海道理論化学オープンセミナー2008
  • Place of Presentation: 北海道 教育大学釧路校
  • Year and Date: 2008-08-17
• [Presentation] Theoretical Studies on the Photochemical Electrocyclic Reaction Mechanisms (2008)
  • Author(s): 酒井章吾
  • Organizer: The 2nd International Symposium on Molecular Theory for Reral Systems
  • Place of Presentation: Okazaki Conference Center
  • Year and Date: 2008-08-05
• [Presentation] Theoretical Studies on the Photochemical Electrocyclic Reaction Mechanisms (2008)
  • Author(s): 酒井章吾
  • Organizer: The 2nd International Symposium on Molecular Theory for Reral Systems
  • Place of Presentation: Okazaki Conference Center, Institute for Molecular Science
  • Year and Date: 2008-08-05
• [Presentation] Theoretical Study on the role of bridging of Cp ligands for the Ziegler-Natta catalysis (2008)
  • Author(s): 酒井章吾、小島幸弘
  • Organizer: International Symposium on Creation and Control of Advanced Selective Catalysis as the celebration of 50th anniversary of the Catalysis Society of Japan
  • Place of Presentation: 京都大学
  • Year and Date: 2008-07-10
• [Presentation] Theoretical Study on the role of bridging of Cp ligands for the Ziegler-Natta catalysis. (2008)
  • Author(s): 酒井章吾, 小島幸弘
  • Organizer: International Symposium on Creation and Control of Advanced Selective Catalysis asthe celebration of 50th anniversary of the Catalysis Society of Japan (ICC)
  • Place of Presentation: Kyouto University
  • Year and Date: 2008-07-10
• [Presentation] ブタジェンとジアゼンによるDiels-Alder 反応(協奏反応機構と段階反応機構の接点) (2008)
  • Author(s): 山内拓巳、宇田川太郎、酒井章吾
  • Organizer: 第11回理論化学討論会
  • Place of Presentation: 慶応義塾大学理工学部矢上キャンパス
  • Year and Date: 2008-05-23
• [Presentation] ブタジェンとジアゼンによるDiels-Alder反応(協奏反応機構と段階反応機構の接点) (2008)
  • Author(s): 山内拓巳, 宇田川太郎, 酒井章吾
  • Organizer: 第11回理論化学討論会
  • Place of Presentation: 慶応義塾大学
  • Year and Date: 2008-05-23
• [Presentation] [2+2+2]反応機構と芳香族性に関する研究 (2007)
  • Author(s): 武田敬太郎、酒井章吾
  • Organizer: 第1回分子科学討論会
  • Place of Presentation: 東北大学
  • Year and Date: 2007-09-20
• [Presentation] Theoretical Studies on the [2+2+2]reaction mechanism (2007)
  • Author(s): 武田敬太郎、酒井章吾
  • Organizer: International Symmposium on Molecular Theory for Real Systems
  • Place of Presentation: 京都大学
  • Year and Date: 2007-07-28
• [Presentation] o-キシリレンの光励起電子環状反応機構に関する理論的研究 (2007)
  • Author(s): 山田豊和、酒井章吾
  • Organizer: 第10回理論化学討論会
  • Place of Presentation: 名古屋大学野依記念学術交流館
  • Year and Date: 2007-05-15
• [Presentation] 高周期元素を含むペリ環状反応の設計および制御に対する理論的研究 (2007)
  • Author(s): 酒井章吾
  • Organizer: 特定領域研究「実在系の分子理論」第三回公開シンポジウム
  • Place of Presentation: 岡崎コンファレンスセンター
  • Year and Date: 2007-05-12
• [Presentation] Pericyclic raction mechanisms and aromaticity (2007)
  • Author(s): 酒井章吾
  • Organizer: Practicing Chemistry with Theoretical Tools. On the occasion of Professor Mark S. Gordon's 65th Birthday
  • Place of Presentation: Maui Prince Hotel
  • Year and Date: 2007-01-16
• [Presentation] 計算化学から見た化学反応 (2006)
  • Author(s): 酒井章吾
  • Organizer: 広島大学量子生命科学セミナー
  • Place of Presentation: 広島大学
  • Year and Date: 2006-12-01
• [Presentation] 幾何拘束型チーグラー・ナッタ触媒の配位子架橋の役割に関する理論的研究 (2006)
  • Author(s): 木村純一朗、酒井章吾
  • Organizer: 第29回情報化学討論会
  • Place of Presentation: 朱鷺メッセ、新潟
  • Year and Date: 2006-11-14
• [Presentation] Ziegler-Natta型触媒の配位子の役割に関する理論的解析および設計 (2006)
  • Author(s): 酒井章吾
  • Organizer: コンピュータ化学部会、有機金属部会合同例会
  • Place of Presentation: 大阪科学技術センター
  • Year and Date: 2006-10-24
• [Presentation] アレン基を含む電子反応環状機構に関する新しい解釈 (2006)
  • Author(s): 酒井章吾
  • Organizer: 2006分子構造総合討論会
  • Place of Presentation: 静岡大学
  • Year and Date: 2006-09-20
• [Presentation] Theoretical Studies on the electrocyclic reactions of bisallene and vinylallene. -Rolw of allene group (2006)
  • Author(s): 酒井章吾
  • Organizer: XIIth International Congress of Quantum Chemistry
  • Place of Presentation: Kyoto Terrsa, Japan
  • Year and Date: 2006-05-22