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使用二氯甲烷的中性-伊红-Y-光催化硅烷氯化反应

Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane.

作者信息

Fan Xuanzi, Xiao Pin, Jiao Zeqing, Yang Tingting, Dai Xiaojuan, Xu Wengang, Tan Jin Da, Cui Ganglong, Su Hongmei, Fang Weihai, Wu Jie

机构信息

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Republic of Singapore.

College of Chemistry, Beijing Normal University, Beijing, 100875, China.

出版信息

Angew Chem Int Ed Engl. 2019 Sep 2;58(36):12580-12584. doi: 10.1002/anie.201908556. Epub 2019 Aug 5.

DOI:10.1002/anie.201908556
PMID:31310447
Abstract

Chlorosilanes are versatile reagents in organic synthesis and material science. A mild pathway is now reported for the quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. The ability to access silyl radicals using photocatalytic Si-H activation promoted by eosin Y offers new perspectives for the synthesis of valuable silicon reagents in a convenient and green manner.

摘要

氯硅烷是有机合成和材料科学中用途广泛的试剂。现在报道了一种温和的方法,在可见光照射下,使用中性曙红Y作为氢原子转移光催化剂,二氯甲烷作为氯化剂,将硅烷定量转化为氯硅烷。在连续流动微管反应器的辅助下,以高选择性的方式实现了二氢硅烷和三氢硅烷的逐步氯化。通过曙红Y促进的光催化Si-H活化获得硅自由基的能力,为以方便和绿色的方式合成有价值的硅试剂提供了新的视角。

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