Issue 31, 2019

Rhodium catalyzed template-assisted distal para-C–H olefination

Abstract

Rhodium catalysis has been extensively used for ortho-C–H functionalization reactions, and successfully extended to meta-C–H functionalization. Its application to para-C–H activation remains an unmet challenge. Herein we disclose the first example of such a reaction, with the Rh-catalyzed para-C–H olefination of arenes. The use of a Si-linked cyanobiphenyl unit as a traceless directing group leads to highly para-selective arene–olefin couplings.

Graphical abstract: Rhodium catalyzed template-assisted distal para-C–H olefination

Supplementary files

Article information

Article type
Edge Article
Submitted
13 Apr 2019
Accepted
15 Jun 2019
First published
21 Jun 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 7426-7432

Rhodium catalyzed template-assisted distal para-C–H olefination

U. Dutta, S. Maiti, S. Pimparkar, S. Maiti, L. R. Gahan, E. H. Krenske, D. W. Lupton and D. Maiti, Chem. Sci., 2019, 10, 7426 DOI: 10.1039/C9SC01824G

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