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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 <i>para</i>-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 <i>ortho</i>-C-H functionalization reactions, and successfully extended to <i>meta</i>-C-H functionalization. Its application to <i>para</i>-C-H activation remains an unmet challenge. Herein we disclose the first example of such a reaction, with the Rh-catalyzed <i>para</i>-C-H olefination of arenes. The use of a Si-linked cyanobiphenyl unit as a traceless directing group leads to highly <i>para</i>-selective arene-olefin couplings. ...[more]

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