Neutral‐Eosin‐Y‐Photocatalyzed Silane Chlorination Using Dichloromethane. Issue 36 (5th August 2019)

• Record Type: Journal Article
• Authors: Fan, Xuanzi; Xiao, Pin; Jiao, Zeqing; Yang, Tingting; Dai, Xiaojuan; Xu, Wengang; Tan, Jin Da; Cui, Ganglong; Su, Hongmei; Fang, Weihai; Wu, Jie
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 36(2019)
• Page Start: 12580
• Page End: 12584
• Publication Date: 2019-08-05
• Subjects: dichloromethane -- hydrogen atom transfer -- neutral eosin Y -- Si−H activation -- silyl chloride; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201908556
• Languages: English
• ISSNs: 1433-7851

Abstract

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. Abstract : A mild and convenient silane chlorination has been achieved using neutral eosin Y as a direct hydrogen‐atom‐transfer photocatalyst and dichloromethane as both the solvent and the chlorinating reagent. Selective stepwise chlorination of di‐ and trihydrosilanes was achieved in a controllable manner using continuous‐flow micro‐tubing reactors.