Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 7, Pages 2078-2082Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813452
Keywords
arylphosphines; borylation; C-H activation; ligands; rhodium
Categories
Funding
- 1000-Youth Talents Plan
- NSF of China [2167020084]
- Innovation & Entrepreneurship Talents Plan of Jiangsu Province
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Transition-metal-mediated metalation of an aromatic C-H bond that is adjacent to a tertiary phosphine group in arylphosphines via a four-membered chelate ring was first discovered in 1968. Herein, we overcome a long-standing problem with the ortho-C-H activation of arylphosphines in a catalytic fashion. In particular, we developed a rhodium-catalyzed ortho-selective C-H borylation of various commercially available arylphosphines with B(2)pin(2) through P-III-chelation-assisted C-H activation. This discovery is suggestive of a generic platform that could enable the late-stage modification of readily accessible arylphosphines.
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