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Full Paper
An Efficient Class of P,N-Type “PhMezole-phos” Ligands: Applications in Palladium-Catalyzed Suzuki Coupling of Aryl Chlorides
Article first published online: 19 JUN 2012
DOI: 10.1002/ejoc.201200355
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Wong, S. M., So, C. M., Chung, K. H., Lau, C. P. and Kwong, F. Y. (2012), An Efficient Class of P,N-Type “PhMezole-phos” Ligands: Applications in Palladium-Catalyzed Suzuki Coupling of Aryl Chlorides. Eur. J. Org. Chem., 2012: 4172–4177. doi: 10.1002/ejoc.201200355
Publication History
- Issue published online: 23 JUL 2012
- Article first published online: 19 JUN 2012
- Manuscript Received: 21 MAR 2012
Funded by
- Research Grants Council of Hong Kong. Grant Number: PolyU5010/11P
- PolyU Internal Competitive Research Grant. Grant Number: A-PG13
Keywords:
- Palladium;
- Ligand design;
- Cross-coupling;
- Phosphanes;
- N,P ligands
Abstract
This study describes an efficient class of hemilabile benzimidazolyl–phosphane ligands that can be easily accessed from commercially available and inexpensive starting materials. The application of this ligand array in the palladium-catalyzed Suzuki–Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. The palladium catalyst generated from this hemilabile phosphane is highly effective in the Suzuki–Miyaura coupling of unactivated aryl chlorides, and catalyst loadings as low as 1 ppm can be achieved.