Cobalt-Catalyzed Regiodivergent Double Hydrosilylation of Arylacetylenes |
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Authors: | Dr Zhaoyang Cheng Minghua Li Xu-Yang Zhang Yue Sun Qing-Lei Yu Prof?Dr Xing-Hong Zhang Prof?Dr Zhan Lu |
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Institution: | 1. Department of Chemistry, Zhejiang University, Hangzhou, 310058 China
These authors contributed equally to this work.;2. Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 China;3. Department of Chemistry, Zhejiang University, Hangzhou, 310058 China |
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Abstract: | Double hydrosilylation of alkynes represents a straightforward method to synthesize bis(silane)s, yet it is challenging if α-substituted vinylsilanes act as the intermediates. Here, a cobalt-catalyzed regiodivergent double hydrosilylation of arylacetylenes is reported for the first time involving this challenge, accessing both vicinal and geminal bis(silane)s with exclusive regioselectivity. Various novel bis(silane)s containing Si?H bonds can be easily obtained. The gram-scale reactions could be performed smoothly. Preliminarily mechanistic studies demonstrated that the reactions were initiated by cobalt-catalyzed α-hydrosilylation of alkynes, followed by cobalt-catalyzed β-hydrosilylation of the α-vinylsilanes to deliver vicinal bis(silane)s, or hydride-catalyzed α-hydrosilylation to give geminal ones. Notably, these bis(silane)s can be used for the synthesis of high-refractive-index polymers (nd up to 1.83), demonstrating great potential utility in optical materials. |
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Keywords: | Alkyne Cobalt Dihydrosilylation Polymer Regiodivergent |
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