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使用噻蒽鎓盐的电子给体-受体复合物实现的芳烃光致磷化反应。

Photoinduced Phosphination of Arenes Enabled by an Electron Donor-Acceptor Complex Using Thianthrenium Salts.

作者信息

Liu Wei, Hou Hao, Jing Haochuan, Huang Shiqing, Ou Wei, Su Chenliang

机构信息

International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics, Shenzhen University, Shenzhen 518060, P. R. China.

Department of Chemistry, Renmin University of China, Beijing 100872, People's Republic of China.

出版信息

Org Lett. 2023 Nov 24;25(46):8350-8355. doi: 10.1021/acs.orglett.3c03473. Epub 2023 Nov 9.

Abstract

Herein, we describe a metal-free approach for the cross-coupling of arenes or styryl-thianthrenium salts (TTs) with diarylphosphines via an electron donor-acceptor (EDA) complex. Various tertiary phosphines were obtained with high site selectivity and good functional group tolerance. This method enables straightforward construction of C-P bonds via C-H activation of arenes and allows the late-stage functionalization of natural products or pharmaceutical molecules. Mechanistic studies support the approach involving a photoinduced EDA complex.

摘要

在此,我们描述了一种无金属方法,用于通过电子供体-受体(EDA)络合物实现芳烃或苯乙烯基噻蒽盐(TTs)与二芳基膦的交叉偶联。以高位点选择性和良好的官能团耐受性获得了各种叔膦。该方法能够通过芳烃的C-H活化直接构建C-P键,并允许天然产物或药物分子的后期官能化。机理研究支持该方法涉及光诱导的EDA络合物。

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