B(C6F5)3‑Catalyzed C–Si/Si–H Cross-Metathesis of Hydrosilanes

The substituent redistribution of hydrosilanes on silicon through C–Si and Si–H bond cleavage and reformation is of great interest and importance, but this transformation is usually difficult to achieve in a selective fashion. By using electron-rich aromatic hydrosilanes, we have achieved for the fi...

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Published inJournal of the American Chemical Society Vol. 139; no. 36; pp. 12434 - 12437
Main Authors Ma, Yuanhong, Zhang, Liang, Luo, Yong, Nishiura, Masayoshi, Hou, Zhaomin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 13.09.2017
Amer Chemical Soc
Subjects
boron
catalysts
chemical bonding
Chemistry
Chemistry, Multidisciplinary
chemoselectivity
cleavage (chemistry)
Physical Sciences
protocols
Science & Technology
silanes
silicon
REDUCTION
HYDROSILYLATION
SILICON
COMPLEXES
FRUSTRATED LEWIS PAIRS
IONS-SYNTHESIS
SI BONDS
REDISTRIBUTION REACTIONS
SILYLATION
CATALYSTS
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Summary:The substituent redistribution of hydrosilanes on silicon through C–Si and Si–H bond cleavage and reformation is of great interest and importance, but this transformation is usually difficult to achieve in a selective fashion. By using electron-rich aromatic hydrosilanes, we have achieved for the first time the selective C–Si/Si–H bond homo- and cross-metathesis of a series of hydrosilanes in the presence of a boron catalyst B­(C6F5)3. This protocol features simple reaction conditions, high chemoselectivity, wide substrate scope, and high functionality tolerance, offering a new pathway for the synthesis of multisubstituted functional silanes.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.7b08053