Rh(I)/NHC-Catalyzed Site- and Enantioselective Functionalization of C(sp3)–H Bonds Toward Chiral Triarylmethanes

The first Rh­(I)-catalyzed asymmetric approach for the intermolecular functionalization of C­(sp3)–H bonds is reported. For the first time, unsymmetrical N-heterocyclic carbenes (NHCs) were used for asymmetric catalysis that is capable of achieving not only high site-selectivity but also enantiosele...

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Bibliographic Details
Published inACS catalysis Vol. 6; no. 11; pp. 7652 - 7656
Main Authors Kim, Ju Hyun, Greßies, Steffen, Boultadakis-Arapinis, Mélissa, Daniliuc, Constantin, Glorius, Frank
Format Journal Article
LanguageEnglish
Published American Chemical Society 04.11.2016
Subjects
N-heterocyclic carbene
triarylmethane
asymmetric arylation
C(sp3)−H functionalization
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ISSN2155-5435
2155-5435
DOI10.1021/acscatal.6b02392

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Summary:The first Rh­(I)-catalyzed asymmetric approach for the intermolecular functionalization of C­(sp3)–H bonds is reported. For the first time, unsymmetrical N-heterocyclic carbenes (NHCs) were used for asymmetric catalysis that is capable of achieving not only high site-selectivity but also enantioselectivity. The Rh­(I)/NHC* catalytic systems were applied to asymmetric direct C­(sp3)–H arylation, which provides a synthetic route toward enantioenriched triarylmethanes.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.6b02392