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BielawskiChristopher W

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N,N '-Diamidoketenimines via Coupling of Isocyanides to an N-Heterocyclic Carbene

Author(s)
Hudnall, Todd W.Moorhead, Eric J.Gusev, Dmitry G.Bielawski, Christopher W.
Issued Date
2010-04
DOI
10.1021/jo100427g
URI
https://scholarworks.unist.ac.kr/handle/201301/33245
Fulltext
https://pubs.acs.org/doi/10.1021/jo100427g
Citation
JOURNAL OF ORGANIC CHEMISTRY, v.75, no.8, pp.2763 - 2766
Abstract
Treatment of an N-heterocyclic carbene that features two amide groups N-bound to the carbene nucleus with various organic isocyanides afforded a new class of ketenimines in yields of up to 96% (isolated). DFT analyses revealed that the carbene exhibits a unique, low-lying LUMO, which may explain the atypical reactivity observed.
Publisher
AMER CHEMICAL SOC
ISSN
0022-3263
Keyword
STABLE CARBENESDIMERIZATIONSTABILITYCHEMISTRY

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