Synthesis of Condensed Aromatic Compounds Using Ring-Closing Metathesis

• Project/Area Number: 25810058
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Chiba University
• Principal Investigator: YOSHIDA Kazuhiro 千葉大学, 理学(系)研究科(研究院), 准教授 (60375607)
• Project Period (FY): 2013-04-01 – 2015-03-31
• Project Status: Completed (Fiscal Year 2014)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000); Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: 縮合環芳香族化合物 / メタセシス / 閉環 / グラブス触媒 / 面不斉ピリジン / スチレン / ルテニウム / 面不斉 / ピリジン / フェロセン / 閉環メタセシス / ビニルナフタレン

Outline of Final Research Achievements

Condensed aromatic compounds offer considerable utility in many research fields (e.g. functional materials, dyes, and asymmetric catalysts). There are, however, many condensed aromatic compounds that are known to be difficult to prepare by conventional methods. In this study, we have developed new methods for the synthesis of planar-chiral ferrocene-fused pyridines and condensed styrenes as those kinds of target molecules.

Research Products

• [Journal Article] Synthesis of Substituted Styrenes and 3-Vinylphenols Using Ruthenium-Catalyzed Ring-Closing Enyne Metathesis (2014)
  • Author(s): Kazuhiro Yoshida, Kana Nishii, Yuto Kano, Shiro Wada, Akira Yanagisawa
  • Journal Title: The Journal of Organic Chemistry Volume: 79
  • Peer Reviewed
• [Presentation] Enantioselective Synthesis of Planar-Chiral Ferrocene-Fused 4-Pyridones and Application in Preparing Library of Pyridine-Based Nucleophilic Organocatalysts (2014)
  • Author(s): Masamichi Ogasawara, Shiro Wada, Erika Isshiki, Akira Yanagisawa, Tamotsu Takahashi, Kazuhiro Yoshida
  • Organizer: The XXVI International Conference on Organometallic Chemistry
  • Place of Presentation: Sapporo
  • Year and Date: 2014-07-13 – 2014-07-18
• [Presentation] Enantioselective Synthesis of Planar-Chiral Ferrocene-Fused Pyridones and Pyridines Utilizing Ring-Closing Metathesis (2013)
  • Author(s): Masamichi Ogasawara, Shiro Wada, Erika Isshiki, Akira Yanagisawa, Tamotsu Takahashi, Kazuhiro Yoshida
  • Organizer: 20th International Symposium on Olefin Metathesis and Related Chemistry
  • Place of Presentation: Nara
• [Presentation] ルテニウム触媒閉環エンインメタセシスを用いる4-ビニルインドールの合成 (2013)
  • Author(s): 林 和史、吉田 和弘、柳澤 章
  • Organizer: 第60回有機金属化学討論会
  • Place of Presentation: 東京
• [Presentation] 面不斉Ferroco-pyridone及びpyridine誘導体のエナンチオ選択的合成法の開発 (2013)
  • Author(s): 和田 志郎、小笠原 正道、一色 絵利香、柳澤 章、高橋 保、吉田 和弘
  • Organizer: 第60回有機金属化学討論会
  • Place of Presentation: 東京
• [Book] Metathesis Reactions. In Transition-Metal-Mediated Aromatic Ring Construction (2013)
  • Author(s): Kazuhiro Yoshida
  • Total Pages: 22
  • Publisher: Wiley
• [Remarks] 研究室ホームページ
  • URL: http://tmco.chem.chiba-u.jp
• [Remarks] 研究室ホームページ
  • URL: http://tmco.chem.chiba-u.jp