Iron-Catalyzed C-H/C-H Coupling for Synthesis of Functional Small Molecules and Polymers
Doba, Takahiro
- 出版商: Springer
- 出版日期: 2024-07-26
- 售價: $6,950
- 貴賓價: 9.5 折 $6,603
- 語言: 英文
- 頁數: 153
- 裝訂: Quality Paper - also called trade paper
- ISBN: 9819941237
- ISBN-13: 9789819941230
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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.
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.
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)
Takahiro Doba於2017年、2019年和2022年分別在東京大學科學學院獲得化學學士、碩士和博士學位。他目前是京都大學的助理教授。他的研究興趣集中在開發對合成功能性小分子和聚合物有用的過渡金屬催化反應。