Iron-Catalyzed C-H/C-H Coupling for Synthesis of Functional Small Molecules and Polymers
暫譯: 鐵催化的C-H/C-H耦合反應於功能性小分子及聚合物的合成

Doba, Takahiro

  • 出版商: Springer
  • 出版日期: 2024-07-26
  • 售價: $7,180
  • 貴賓價: 9.5$6,821
  • 語言: 英文
  • 頁數: 153
  • 裝訂: Quality Paper - also called trade paper
  • ISBN: 9819941237
  • ISBN-13: 9789819941230
  • 海外代購書籍(需單獨結帳)

商品描述

This thesis describes the development of iron-catalyzed thienyl C-H/C-H coupling. This is applied to the synthesis of highly conjugated and electron-rich thiophene compounds of interest in materials science by utilization of low redox potential of iron in combination with a mild oxalate oxidant.
Transition-metal-catalyzed C(sp2)-H/C(sp2)-H coupling has attracted much attention as one of the most straightforward methods to construct C(sp2)-C(sp2) bonds. However, application of this ideal transformation to the synthesis of redox-sensitive pi-materials was hindered by the requirement of a strong oxidant for catalyst turnover. This limitation originates primarily from the large redox potential of conventional transition-metal catalysts such as palladium and rhodium.
This thesis shows that the efficiency of C-H activation was significantly improved by introduction of a new conjugated tridentate phosphine ligand, giving direct access to polymeric thiophene materials from simple thiophene monomers. Considering the importance of environmentally friendly organic synthesis in terms of UN Sustainable Development Goals, the reactions described herein highlight the potential of iron, the most abundant transition-metal on earth, for the direct synthesis of functional small molecules and polymers of importance in energy device applications.

商品描述(中文翻譯)

本論文描述了鐵催化的噻吩 C-H/C-H 偶聯反應的開發。這一方法應用於合成在材料科學中具有興趣的高共軛且富電子的噻吩化合物,利用鐵的低氧化還原電位結合溫和的草酸氧化劑。
過渡金屬催化的 C(sp2)-H/C(sp2)-H 偶聯反應因其構建 C(sp2)-C(sp2) 鍵的直接性而受到廣泛關注。然而,將這一理想轉化應用於合成對氧化還原敏感的 π-材料時,受到催化劑循環所需強氧化劑的限制。這一限制主要源於傳統過渡金屬催化劑(如鈀和銠)的大氧化還原電位。
本論文顯示,通過引入一種新的共軛三齒膦配體,C-H 活化的效率顯著提高,從簡單的噻吩單體直接獲得聚合噻吩材料。考慮到環保有機合成在聯合國可持續發展目標中的重要性,本文所描述的反應突顯了鐵作為地球上最豐富的過渡金屬,在直接合成對能源裝置應用重要的功能性小分子和聚合物方面的潛力。

作者簡介

Takahiro Doba received his B.Sc., M.Sc., and Ph.D. in chemistry from the School of Science, The University of Tokyo in 2017, 2019, and 2022, respectively. He is now an assistant professor at Kyoto University. His research interests focus on development of transition-metal-catalyzed reactions useful for synthesis of functional small molecules and polymers.

作者簡介(中文翻譯)

土橋貴弘(Takahiro Doba)於2017年、2019年和2022年分別在東京大學(The University of Tokyo)科學院獲得化學學士(B.Sc.)、碩士(M.Sc.)和博士(Ph.D.)學位。目前,他是京都大學的助理教授。他的研究興趣集中在開發過渡金屬催化反應,這些反應對於合成功能性小分子和聚合物非常有用。