Insights into the role of noncovalent interactions in distal functionalization of the aryl C(sp²)-H bond.

ABSTRACT: Burgeoning interest in distal functionalization of aryl C-H bonds led to the development of iridium-catalyzed borylation reactions. The significance and inadequate mechanistic understanding of C(sp²)-H borylations motivated us to investigate the key catalytic steps and the origin of a directing-group-free regiocontrol in the reaction between aryl amides and B₂pin₂ (bis(pinacolato)diboron). An Ir(iii)(ubpy)tris(boryl) complex, generated from the pre-catalyst [Ir(OMe)(cod)]₂ by the action of a bipyridine-urea ligand (ubpy) and B₂pin₂, is considered as the most likely active catalyst. The meta C-H activation of N,N-dihexylbenzamide is energetically more favorable over the para isomer. The origin of t

SUBMITTER: Unnikrishnan A 

PROVIDER: S-EPMC6457332 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature