Nickel-Catalyzed Decarbonylation of Acylsilanes

Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated...

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Bibliographic Details
Published in:Journal of organic chemistry 2020-06, Vol.85 (11), p.7588-7594
Main Authors: Nakatani, Syun, Ito, Yuri, Sakurai, Shun, Kodama, Takuya, Tobisu, Mamoru
Format: Article
Language:English
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Summary:Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated CO to the nickel center frequently hinders catalyst turnover in nickel-mediated decarbonylative reactions, this reaction can be catalyzed by nickel complexes bearing a CO ligand.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c00772