Switch to Allylic Selectivity in Cobalt-Catalyzed Dehydrogenative Heck Reactions with Unbiased Aliphatic Olefins

A unique C–H allylation has been discovered with unbiased aliphatic olefins. An intimate M–L affiliation between a high-valent cobalt catalyst and amino-quinoline derived benzamides has been found to be crucial for this unprecedented selectivity. An exemplary set of aliphatic olefins, high yields co...

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Bibliographic Details
Published in:ACS catalysis 2016-08, Vol.6 (8), p.5493-5499
Main Authors: Maity, Soham, Kancherla, Rajesh, Dhawa, Uttam, Hoque, Ehtasimul, Pimparkar, Sandeep, Maiti, Debabrata
Format: Article
Language:English
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Summary:A unique C–H allylation has been discovered with unbiased aliphatic olefins. An intimate M–L affiliation between a high-valent cobalt catalyst and amino-quinoline derived benzamides has been found to be crucial for this unprecedented selectivity. An exemplary set of aliphatic olefins, high yields coupled with excellent regio- and stereoselectivity, and wide functional group tolerances are noteworthy. In addition, a catalytically competent organometallic Co­(III) species has been identified through X-ray crystallography. This study is expected to facilitate new synthetic designs toward unconventional allylic selectivity with aliphatic olefins.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.6b01816