Computational understanding of catalyst-controlled borylation of fluoroarenes: directed vs. undirected pathway.

ABSTRACT: In this work, density functional theory (DFT) calculations are performed to understand the origin of the regioselective C-H borylation of aromatics catalyzed by Co(i)/^iPrPNP and Ir(iii)/dtbpy (4,4-di-tert-butyl bipyridine). The calculation results indicate that for the Co(i)/^iPrPNP catalytic system, the undirected pathway is 2.9 kcal mol^-1 more favoured over the directed pathway leading to ortho-to-fluorine selectivity. In contrast, for the Ir(iii)/dtbpy catalytic system, the directed pathway is 1.2 kcal mol^-1 more favoured over the undirected pathway bringing about ortho-to-silyl selectivity. For Co(i)/^iPrPNP catalyzed borylation, the undirected pathway which involves steps of ortho-to-fluorine C-H oxidativ

SUBMITTER: Liu YH 

PROVIDER: S-EPMC9054080 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature