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Synthesis of 4- and 4,5-functionalized imidazol-2-ylidenes from a single 4,5-unsubstituted imidazol-2-ylidene.

ABSTRACT: Using the nucleophilicity of NHCs and aNHCs, as well as the leaving group ability of the former, the carbon-carbon double bond of imidazol-2-ylidenes can be readily mono- and difunctionalized. These results provide also a new light on the formation of abnormal carbene adducts from classical unsaturated NHCs.

SUBMITTER: Mendoza-Espinosa D

PROVIDER: S-EPMC3134311 | biostudies-literature | 2010 Jun

REPOSITORIES: biostudies-literature

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Synthesis of 4- and 4,5-functionalized imidazol-2-ylidenes from a single 4,5-unsubstituted imidazol-2-ylidene.

Mendoza-Espinosa Daniel D Donnadieu Bruno B Bertrand Guy G

Journal of the American Chemical Society 20100601 21

Using the nucleophilicity of NHCs and aNHCs, as well as the leaving group ability of the former, the carbon-carbon double bond of imidazol-2-ylidenes can be readily mono- and difunctionalized. These results provide also a new light on the formation of abnormal carbene adducts from classical unsaturated NHCs. ...[more]

PMID: 20443633

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