Study on carbonylation method using recyclable carbon resources as a carbonyl source

• Project/Area Number: 19550150
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Environmental chemistry
• Research Institution: Nara Institute of Science and Technology
• Principal Investigator: MORIMOTO Tsumoru Nara Institute of Science and Technology, 物質創成科学研究科, 准教授 (10324972)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000); Fiscal Year 2008: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2007: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
• Keywords: カルボニル化 / ギ酸 / 糖 / 炭水化物 / 触媒反応 / 二酸化炭素 / 糖類 / グルコース / 有機合成 / 遷移金属

Research Abstract

本研究では、カルボニル化合物(C=O)合成における新規カルボニル源として働きうる、取り扱い容易で入手容易な炭素資源の探索を行った. その結果、ロジウム触媒の作用の下で、二酸化炭素の還元体であるギ酸や植物由来の糖類が、あたかも一酸化炭素のように振るまい、カルボニル化反応におけるカルボニル源として利用できることを新たに見出した. この成果により、これら炭素資源の従来にはない化学変換法を提供できた.

Research Products

• [Journal Article] Rh-Catalyzed CO Gas-Free Carbonylative Cyclization Reactions of Alkynes with 2-Bromophenylboronic Acids Using Formaldehyde (2009)
  • Author(s): 森本積, 山崎香枝, 平野暁久, 堤健, 加川夏子, 垣内喜代三, 原田恭行, 福本能也, 茶谷直人, 西岡孝徳
  • Journal Title: Organic Letters 11巻 Pages: 1777-1780
  • Peer Reviewed
• [Journal Article] Rh(I)-Catalyzed CO Gas-Free Carbonylative Cyclization Reactions of Alkvnes with 2-Bromophenylboronic Acids Using Formaldehyde (2009)
  • Author(s): T. Morimoto
  • Journal Title: Organic Letters 11 Pages: 1777-1780
  • Peer Reviewed
• [Journal Article] (2008)
  • Author(s): 森本積, 藤岡正彦, 富士晃嗣, 堤健, 垣内喜代三
  • Journal Title: Rhodium-Catalyzed CO Gas-Free Cyclization Using Aldehydes 80巻 Pages: 1079-1087
  • Peer Reviewed
• [Journal Article] Rh-Catalyzed CO Gas-Free Carbonylative Cyclization Using Aldehydes (2008)
  • Author(s): T. Morimoto
  • Journal Title: Pure and Applied Chemistry 80 Pages: 1079-1087
  • Peer Reviewed
• [Journal Article] Rh-Catalyzed CO Gas-Free Carbonylative Cyclization Using Aldehydes (2008)
  • Author(s): T. Morimoto
  • Journal Title: Pure and Applied Chemistry 80(5) Pages: 1079-1087
  • Peer Reviewed
• [Journal Article] (2007)
  • Author(s): 森本積, 藤岡正彦, 富士晃嗣, 堤健, 垣内喜代三
  • Journal Title: Rhodium-Catalyzed CO Gas-Free Cyclization of Organic Halides with Tethered Nucleophiles Using Aldehydes as a Substitue for Carbon Monoxide 692巻 Pages: 625-634
  • Peer Reviewed
• [Presentation] ロジウム触媒によるグルコースを用いたエンイン類の環化カルボニル化反応 (2009)
  • Author(s): 森本積, 池田圭一, 垣内喜代三
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2009-03-27
• [Presentation] ロジウム触媒によるホルムアルデヒドを用いたスチレン類の位置および立体選択的合成ガスフリーヒドロホルミル化反応 (2009)
  • Author(s): 森本積, 船井久嗣, 真門剛毅, 垣内喜代三
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2009-03-27
• [Presentation] ロジウム触媒によるホルムアルデヒドを用いた1-アルケン類の高直鎖選択的合成ガスフリーヒドロホルミル化反応 (2009)
  • Author(s): 森本積, 真門剛毅, 杉本泰子, 垣内喜代三
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2009-03-27
• [Presentation] Highly Linear-Selective Syngas-Free Hydrofomylation of 1-Alkenes Using Formaldehyde (2009)
  • Author(s): 森本積
  • Organizer: Second Japan-Singapore Bilateral Symposium on Catalysis
  • Place of Presentation: 京都
  • Year and Date: 2009-01-06
• [Presentation] Highly Linear-Selective Syngas-Free Hydroformylation of 1-Alkenes Using Formaldehyde (2009)
  • Author(s): T. Morimoto
  • Organizer: Second Japan-Singapore Bilateral Symposium on Catalysis
  • Place of Presentation: 京都
  • Year and Date: 2009-01-06
• [Presentation] ロジウム触媒による1-アルケン類へのホルムアルデヒドの直鎖選択的付加反応 (2008)
  • Author(s): 森本積, 真門剛毅, 杉本泰子, 垣内喜代三
  • Organizer: 第55回有機金属化学討論会
  • Place of Presentation: 大阪
  • Year and Date: 2008-09-30
• [Presentation] ロジウム触媒によるホルムアルデヒドを用いたアルキンとアリールボロン酸との環化カルボニル化反応 (2008)
  • Author(s): 森本積, 山崎香枝, 垣内喜代三, 茶谷直人
  • Organizer: 第55回有機金属化学討論会
  • Place of Presentation: 大阪
  • Year and Date: 2008-09-29
• [Presentation] Rh(I)-Catalyzed Highly Regioselective Addition of Formaldehyde to 1-Alkenes (2008)
  • Author(s): 森本積, 真門剛毅, 杉本泰子, 垣内喜代三
  • Organizer: The Fifth International Symposium on Integrated Synthesis(ISIS-5)
  • Place of Presentation: 神戸
  • Year and Date: 2008-09-06
• [Presentation] Catalytic Highly Regioselective Addition Reaction of Formaldehyde to 1-Alkenes (2008)
  • Author(s): 森本積, 杉本泰子, 真門剛毅, 垣内喜代三
  • Organizer: Third International Conference on Advanced Organic Synthesis Directed toward the Ultimate Efficiency and Practicability
  • Place of Presentation: 滋賀
  • Year and Date: 2008-05-27
• [Presentation] Catalytic Highly Regioselective Addition Reaction of Formaldehyde to 1-Alkenes (2008)
  • Author(s): T. Morimoto
  • Organizer: The Third International Conference on Advanced Organic Synthesis Directed toward the UltimateEfficiency and Practicability
  • Place of Presentation: 滋賀
  • Year and Date: 2008-05-27
• [Presentation] ロジウム触媒によるホルムアルデヒドを用いたアルケン類の直鎖選択的ヒドロホルミル化反応 (2008)
  • Author(s): 森本積, 杉本泰子, 真門剛毅, 垣内喜代三
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 東京
  • Year and Date: 2008-03-28
• [Presentation] ロジウム触媒によるホルムアルデヒドを用いたアルキンとアリールボロン酸との環化カルボニル化 (2008)
  • Author(s): 森本積, 山崎香枝, 垣内喜代三, 原田恭行, 茶谷直人
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 東京
  • Year and Date: 2008-03-28
• [Presentation] アルデヒドをカルボニル源とした触媒的カルボニル化法の開発 (2008)
  • Author(s): 森本積
  • Organizer: 日本化学会第88春季年会・若い世代の特別講演会
  • Place of Presentation: 東京
  • Year and Date: 2008-03-27
• [Presentation] Rh(I)-Catalyzed CO Gas-Free Carbonylative Cyclization of Organic Halides with Tethered Nucleophiles Using Aldehydes (2007)
  • Author(s): 森本積, 藤岡正彦, 富士晃嗣, 堤健, 垣内喜代三
  • Organizer: 14th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis(OMCOS14)
  • Place of Presentation: 奈良
  • Year and Date: 2007-08-05
• [Presentation] Rh(I)-Catalyzed CO Gas-Free Carbonylative Cyclization of Organic Halides with Tethered Nucleophiles Using Aldehydes (2007)
  • Author(s): T. Morimoto
  • Organizer: The 14th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis(OMCOS14)
  • Place of Presentation: Nara Centennial Hall(Nara)
  • Year and Date: 2007-08-05
• [Presentation] Asymmetric Michael Reaction Catalyzed by L-Proline 2, 4, 6-Trinitroanilide (2007)
  • Author(s): 佐藤耕輔, 森本積, 垣内喜代三, 白井隆一
  • Organizer: International Conference on AsymmetricOrganocatalysis
  • Place of Presentation: 滋賀
  • Year and Date: 2007-05-29
• [Presentation] Catalytic Cyclohydrocarbonylation of Alkynes with Formaldehyde (2007)
  • Author(s): 森本積, 堤健, 垣内喜代三
  • Organizer: International Conference on Asymmetric Organocatalysis
  • Place of Presentation: 滋賀
  • Year and Date: 2007-05-29
• [Remarks]
  • URL: http://mswebs.naist.jp/LABs/kakiuchi/index-j.html