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

Alex John, Marc A. Hillmyer, William B. Tolman

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

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 NiX2 (X = halide, acetate, acetylacetonate), uses PPh3 as a stoichiometric reductant, and exhibits selectivity for generation of linear α-olefin products. The reaction was rendered cocatalytic in PPh3 using 1,1,3,3-tetramethyldisiloxane (TMDS) as terminal reductant for the in situ reduction of OPPh3 and catalytic Cu(OTf)2

Original languageEnglish (US)
Pages (from-to)506-509
Number of pages4
JournalOrganometallics
Volume36
Issue number3
DOIs
StatePublished - Feb 13 2017

Bibliographical note

Funding Information:
Funding for this work was provided by the Center for Sustainable Polymers at the University of Minnesota, a National Science Foundation (NSF) supported Center for Chemical Innovation (CHE-1413862).

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