Issue 21, 2017

Computational exploration of ligand effects in copper-catalyzed boracarboxylation of styrene with CO2

Abstract

The critical ligand effects in copper-catalyzed boracarboxylation of styrene were investigated using density functional theory (DFT) calculations. Based on the rate-determining CO2 insertion step, the computations reveal that the reactivity of the catalysts ligated by monophosphine ligands is controlled by the ligand's electronic properties. This is consistent with the nature of nucleophilic attack on CO2 by the benzylcopper intermediate. In contrast, the NHC ligands exert significant steric effects on the reactivity. The ineffectiveness of bidentate phosphine ligands originated from the large distortion of the catalyst and CO2 that is caused by the sterically congested transition state of CO2 insertion.

Graphical abstract: Computational exploration of ligand effects in copper-catalyzed boracarboxylation of styrene with CO2

Supplementary files

Article information

Article type
Paper
Submitted
11 aug 2017
Accepted
28 sep 2017
First published
29 sep 2017

Catal. Sci. Technol., 2017,7, 5049-5054

Computational exploration of ligand effects in copper-catalyzed boracarboxylation of styrene with CO2

X. Lv, Y. Wu and G. Lu, Catal. Sci. Technol., 2017, 7, 5049 DOI: 10.1039/C7CY01637A

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