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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.

SUBMITTER: Dutta U

PROVIDER: S-EPMC6713868 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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

Dutta Uttam U Maiti Sudip S Pimparkar Sandeep S Maiti Siddhartha S Gahan Lawrence R LR Krenske Elizabeth H EH Lupton David W DW Maiti Debabrata D

Chemical science 20190621 31

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. ...[more]

PMID: 31489165

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