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Development of base-metal-catalyzed reactions applicable for new design of organic semiconductor materials

开发适用于有机半导体材料新设计的贱金属催化反应

基本信息

批准号：
22KJ0667
负责人：
陳夢青
金额：
$ 1.41万
依托单位：
The University of Tokyo
依托单位国家：
日本
项目类别：
Grant-in-Aid for JSPS Fellows
财政年份：
2023
资助国家：
日本
起止时间：
2023-03-08 至 2024-03-31
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-22KJ0667/
关键词：
iron tetra-annulation spiro Iron optoelectronic

项目摘要

In previous study I learned in the presence of FeCl2 and PPh3 as catalyst, magnesium/LiCl as a reductant and 1,2-dichloropropane as a mild oxidant, reaction occurred via an organometallic intermediate whereas the stained 1,4-dihydropentalene framework was formed. Then I extended the synthesis for more conjugated dithiophenes using iron-catalyzed tandem tetra-annulation strategy with much higher level of HOMO energy. Besides, well-developed iron-catalyzed annulative carbomagnesiation method was found to be highly applicable for synthesizing derivatized 1H-indenes, dihydro-s-indacenes, and carbon-bridged oligo p-phenylenevinylene congeners with spiro centers, which suggests us prospective work to construct an extended 1,4-dihydropentalene framework with multi-spiro-centers.

在之前的研究中，我了解到在FeCl2和PPh3作为催化剂，镁/LiCl作为还原剂，1,2-二氯丙烷作为温和氧化剂的情况下，反应通过有机金属中间体发生，而染色的1,4-二氢戊烯框架形成。然后我扩展了更多共轭二噻吩的合成使用铁催化串联四环策略具有更高水平的HOMO能量。此外，研究还发现，成熟的铁催化环化碳镁化方法非常适用于合成衍生化1h -茚酮、二氢-s-茚酮和具有螺旋中心的碳桥低聚对苯乙烯同源物，这表明我们有可能构建具有多螺旋中心的扩展的1,4-二氢戊烯框架。