Unparalleled rates for the activation of aryl chlorides and bromides: Coupling with amines and boronic acids in minutes at room temperature

Abstract

Exceptionally fast oxidative addition of an aryl chloride (or a deactivated aryl bromide) to the active Pd0 center, which is ligated by sterically demanding phosphanes, occurs during coupling reactions catalyzed by air-stable Pd1 dimers as shown in the scheme. As a result, the reactions of aryl chlorides and bromides with amines and boronic acids at room temperature are complete within a few minutes. 1-Ad = 1-adamantyl.