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Organophotocatalytic silyl transfer of silylboranes enabled by methanol association: a versatile strategy for C-Si bond construction  ( EI收录)  

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]; Zhao, Yumo[1]; Zhu, Jiajie[1]; Yuan, Qiyang[1]; Wang, Wei[2]; Zhang, Yongqiang[1]

机构:[1] Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China; [2] Department of Pharmacology and Toxicology, BIO5 Institute, University of Arizona, Tucson, AZ, 85721-0207, United States

年份:2022

卷号:25

期号:1

起止页码:256

外文期刊名:Green Chemistry

收录:EI(收录号:20225113281592)

语种:英文

外文关键词:Chemical bonds - Photocatalytic activity - Silicon compounds - Tin compounds

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. ? 2023 The Royal Society of Chemistry.

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