Nickel-catalyzed reductive decarboxylation of fatty acids for drop-in biofuel production†
Maria do S. B. da
Silva, 
a
Jhudson G. L. de
Araujo,
a
Amanda M. de
Azevedo,
a
Aruzza M. M. de
Araújo,
a
Amanda D.
Gondim
a
and
a
Jhudson G. L. de
Araujo,
a
Amanda M. de
Azevedo,
a
Aruzza M. M. de
Araújo,
a
Amanda D.
Gondim
a
and
Abstract
An operationally simple and highly selective method for the decarboxylation of fatty acids under remarkably mild conditions is described herein. The activation of the aliphatic carboxylic acids by esterification with N-hydroxyphthalimide (NHPI) enabled efficient deoxygenation to synthesize n-alkanes in up to 67% yield, employing inexpensive PMHS as a hydrogen source, NiCl2·6H2O, bipyridine, and zinc in THF. In contrast to the conventional thermo-catalytic approaches, this protocol does not require high temperature and high pressure of hydrogen gas to deoxygenate biomass-derived carboxylic acids, thus representing an attractive alternative for producing drop-in biofuels.
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