Issue 21, 2023

Co(dppbsa)-catalyzed reductive N,N-dimethylation of nitroaromatics with CO2 and hydrosilane

Abstract

In this study, a novel half-sandwich phosphinesulfonate cobaltic complex (Co(dppbsa)) was prepared and characterized, which surprisingly enabled the chemoselective N,N-dimethylation of nitroaromatics with CO2 using NaBArF4 as the promotor and a combination of PhSiH3 and Et3SiH as the reductant. Further studies demonstrated that the catalytic activity for reduction of nitroaromatics and CO2 could be modulated, respectively, by using a specific structure and composition of hydrosilanes. The semi-reduction products nitrosoarene and silyl formate are the key intermediates affording the most efficient C–N coupling for the N,N-dimethylation of nitroaromatics with CO2.

Graphical abstract: Co(dppbsa)-catalyzed reductive N,N-dimethylation of nitroaromatics with CO2 and hydrosilane

Supplementary files

Article information

Article type
Paper
Submitted
12 jul 2023
Accepted
14 sep 2023
First published
23 sep 2023

Green Chem., 2023,25, 8625-8632

Co(dppbsa)-catalyzed reductive N,N-dimethylation of nitroaromatics with CO2 and hydrosilane

S. Ma, R. Sun, Z. Zhang, P. Guan, J. Lin, C. Li and B. Xu, Green Chem., 2023, 25, 8625 DOI: 10.1039/D3GC02517A

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