文献类型：期刊文献

英文题名：Organophotocatalytic silyl transfer of silylboranes enabled by methanol association: a versatile strategy for C-Si bond construction

作者：Wan, Yi[1,2];Zhao, Yumo[1,2];Zhu, Jiajie[1,2];Yuan, Qiyang[1,2];Wang, Wei[3,4];Zhang, Yongqiang[1,2]

机构：[1]East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[3]Univ Arizona, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA;[4]Univ Arizona, BIO5 Inst, Tucson, AZ 85721 USA

年份：2023

卷号：25

期号：1

起止页码：256

外文期刊名：GREEN CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000899124500001)，CCR-EXPANDED(收录号:WOS:000899124500001)】；

基金：The financial support from the program of the National Natural Science Foundation of China (22171080, 21871086, Y.-Q. Z.; 21738002, W. W.) is gratefully acknowledged.

语种：英文

摘要：Development of a mild, robust and metal-free catalytic approach for silyl transfer of silylboranes is critical for the advancement of modern organosilicon chemistry given their powerful capacity in the construction of C-Si bonds. Herein, we wish to disclose a visible light-induced organophotocatalytic strategy, where methanol association with boron atoms enables the photocatalytic generation of silyl radicals. Notably, the protocol is capable of accommodating a wide range of radial acceptors through slightly tuning the reaction conditions, which allows the formation of various types of C-Si bonds. The preparative power of the transformations has been further highlighted in a number of complex settings, including late-stage functionalization and radical cascade reactions. Furthermore, this technology could be extended to the construction of C-B, C-S and C-Sn bonds, thus offering a versatile platform for bond activation and connection of main group elements. The green aspect of the reaction has also been demonstrated by using Brij-30/water as a reaction solvent or sunlight as an alternative energy source.