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Nickel-catalyzed reductive carboxylation of styrenes using CO2.


ABSTRACT: A nickel-catalyzed reductive carboxylation of styrenes using CO2 has been developed. The reaction proceeds under mild conditions using diethylzinc as the reductant. Preliminary data suggests the mechanism involves two discrete nickel-mediated catalytic cycles, the first involving a catalyzed hydrozincation of the alkene followed by a second, slower nickel-catalyzed carboxylation of the in situ formed organozinc reagent. Importantly, the catalyst system is very robust and will fixate CO2 in good yield even if exposed to only an equimolar amount introduced into the headspace above the reaction.

SUBMITTER: Williams CM 

PROVIDER: S-EPMC2928647 | biostudies-literature | 2008 Nov

REPOSITORIES: biostudies-literature

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Nickel-catalyzed reductive carboxylation of styrenes using CO2.

Williams Catherine M CM   Johnson Jeffrey B JB   Rovis Tomislav T  

Journal of the American Chemical Society 20081017 45


A nickel-catalyzed reductive carboxylation of styrenes using CO2 has been developed. The reaction proceeds under mild conditions using diethylzinc as the reductant. Preliminary data suggests the mechanism involves two discrete nickel-mediated catalytic cycles, the first involving a catalyzed hydrozincation of the alkene followed by a second, slower nickel-catalyzed carboxylation of the in situ formed organozinc reagent. Importantly, the catalyst system is very robust and will fixate CO2 in good  ...[more]

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