4.8 Article

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

Journal

GREEN CHEMISTRY
Volume 25, Issue 21, Pages 8625-8632

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3gc02517a

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A novel half-sandwich phosphinesulfonate cobaltic complex was prepared and used for the chemoselective N,N-dimethylation of nitroaromatics. The catalytic activity could be modulated by using specific hydrosilanes.
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.

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