Nickel-Catalyzed Reductive Carboxylation of Styrenes Using CO2
Top Cited Papers
- 16 October 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 130 (45) , 14936-14937
- https://doi.org/10.1021/ja8062925
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.Keywords
This publication has 35 references indexed in Scilit:
- Transformation of Carbon DioxideChemical Reviews, 2007
- Transition Metal Catalyzed Reactions of Carbon Dioxide and Other HeterocumulenesCurrent Organic Chemistry, 2005
- Highly Enantioselective Catalytic Carbon Dioxide Incorporation Reaction: Nickel-Catalyzed Asymmetric Carboxylative Cyclization of Bis-1,3-dienesJournal of the American Chemical Society, 2004
- Efficient Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of CO2 and DiynesJournal of the American Chemical Society, 2002
- Novel Catalytic CO2 Incorporation Reaction: Nickel-Catalyzed Regio- and Stereoselective Ring-Closing Carboxylation of Bis-1,3-dienesJournal of the American Chemical Society, 2002
- Recent developments in the activation of carbon dioxide by metal complexesCoordination Chemistry Reviews, 1999
- The Organometallic Chemistry of Carbon DioxideChemical Reviews, 1996
- Reactions of carbon dioxide with carbon-carbon bond formation catalyzed by transition-metal complexesChemical Reviews, 1988
- Carbon Dioxide as an Alternative C1 Synthetic Unit: Activation by Transition‐Metal ComplexesAngewandte Chemie International Edition in English, 1988
- Homogeneous-catalytic reactions of carbon dioxide with unsatureated substrates, reversible CO2-carriers and transcarboxylation reactionsCoordination Chemistry Reviews, 1987