Anhydride-Additive-Free Nickel-Catalyzed Deoxygenation of Carboxylic Acids to Olefins

Citation data:

Organometallics, ISSN: 0276-7333, Vol: 36, Issue: 3, Page: 506-509

Publication Year:
2017
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DOI:
10.1021/acs.organomet.6b00940
Author(s):
Alex John; Marc A. Hillmyer; William B. Tolman
Publisher(s):
American Chemical Society (ACS)
Tags:
Chemistry
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article description
A nickel-catalyzed route for direct, anhydride-additive-free deoxygenation of fatty acids to the corresponding olefins has been developed. The transformation is catalyzed by simple nickel salts of the type NiX(X = halide, acetate, acetylacetonate), uses PPhas a stoichiometric reductant, and exhibits selectivity for generation of linear α-olefin products. The reaction was rendered cocatalytic in PPhusing 1,1,3,3-tetramethyldisiloxane (TMDS) as terminal reductant for the in situ reduction of OPPhand catalytic Cu(OTf)