Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 19, Pages 5718-5721Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201500220
Keywords
C-H activation; cross-coupling; rhodium; synthetic methods; water chemistry
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Funding
- CSC (China Scholarship Council)
- FQRNT
- NSERC
- CFI
- Canada Research Chair
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2,2'-Diaryl acids are key building blocks for some of the most important and high-performance polymers such as polyesters and polyamides (imides), as well as structural motifs of MOFs (metal-organic frameworks) and biological compounds. In this study, a direct, regiospecific and practical dimerization of simple aromatic acids to generate 2,2'-diaryl acids has been discovered, which proceeds through two rhodium-catalyzed C-H activations in water. This reaction can be easily scaled up to gram level by using only 0.4-0.6 mol% of the rhodium catalyst. As a proof-of-concept, the natural product ellagic acid was synthesized in two steps by this method.
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