CN Bond Cleavage and Ring Expansion of N-Heterocyclic Carbenes using Hydrosilanes

Ring expansion of NHCs! The reaction of N‐heterocyclic carbenes (NHCs) with hydrosilanes Ph4−nSiHn (n=1, 2, 3) results in complete rupture of the heterocycle and silylene insertion into one of the CN bonds of the carbene (see scheme; R=alkyl, aryl).

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-08, Vol.51 (35), p.8881-8885
Main Authors: Schmidt, David, Berthel, Johannes H. J., Pietsch, Sabrina, Radius, Udo
Format: Article
Language:English
Subjects:
Aromatic compounds
Bonding
Carbenes
Cleavage
CN bond activation
Insertion
N-heterocyclic carbenes
Rupture
silanes
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Description
Summary:Ring expansion of NHCs! The reaction of N‐heterocyclic carbenes (NHCs) with hydrosilanes Ph4−nSiHn (n=1, 2, 3) results in complete rupture of the heterocycle and silylene insertion into one of the CN bonds of the carbene (see scheme; R=alkyl, aryl).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201204333