An Efficient Rh/O2 Catalytic System for Oxidative C–H Activation/Annulation: Evidence for Rh(I) to Rh(III) Oxidation by Molecular Oxygen

A novel and efficient Rh/O2 catalytic system has been developed and shown to catalyze highly efficient oxidative C–H activation/annulation reactions, producing a broad range of isoquinolinium salts with high turnover numbers (up to 740). Mechanistic studies provided strong evidence of facile oxidati...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 135; no. 24; pp. 8850 - 8853
Main Authors Zhang, Guoying, Yang, Lei, Wang, Yanyu, Xie, Yinjun, Huang, Hanmin
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.06.2013
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
oxidation
oxygen
Physical Sciences
salts
Science & Technology
FUNCTIONALIZATION
ACTIVATION
COUPLING REACTIONS
RHODIUM(III)-CATALYZED SYNTHESIS
TERTIARY-AMINES
RH
BOND FORMATION
INTERNAL ALKYNES
ISOQUINOLINIUM SALTS
BENZOIC-ACIDS
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Summary:A novel and efficient Rh/O2 catalytic system has been developed and shown to catalyze highly efficient oxidative C–H activation/annulation reactions, producing a broad range of isoquinolinium salts with high turnover numbers (up to 740). Mechanistic studies provided strong evidence of facile oxidation of Rh(I) to Rh(III) by molecular oxygen facilitated by acid.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/ja404414q