Efficient system for facile access to ortho-substituted aryl boronates through palladium-catalysed borylation

A study on the effects of ligand steric bulk in the Pd-catalysed borylation of ortho-substituted aryl bro-mides and chlorides under mild conditions (25 - 80 degrees C) is described. Catalysts derived from the less hin-dered biaryl phobane[3.3.1] 1 (cone angle = 178.5 degrees) have demonstrated high efficiency for borylation of a wide array of ortho-substituted aryl bromides. Dialkylbiaryl phosphine 5 (cone angle = 181.3 degrees) and biaryl phosphacycle 2 (cone angle = 220.0 degrees) exhibited suitable ligand steric bulk for facile Pd-catalysed boryla-tion of ortho-substituted aryl chlorides.(c) 2023 Elsevier Ltd. All rights reserved.

Automated summary

The study investigates the influence of ligand steric bulk on the Pd-catalyzed borylation of ortho-substituted aryl bromides and chlorides under mild conditions (25 - 80 degrees C). Catalysts derived from the less hindered biaryl phobane[3.3.1] 1 (cone angle = 178.5 degrees) exhibited high efficiency for borylation of various ortho-substituted aryl bromides. Dialkylbiaryl phosphine 5 (cone angle = 181.3 degrees) and biaryl phosphacycle 2 (cone angle = 220.0 degrees) possessed suitable ligand steric bulk for facile Pd-catalyzed borylation of ortho-substituted aryl chlorides.