Advantageous Use of ^tBu₂P-NP(ⁱBuNCH₂CH₂)₃N in the Hiyama Coupling of Aryl Bromides and Chlorides

An efficient catalytic route to biaryls by employing (generally) only 0.25 mol % of Pd(OAc)₂ and 0.5 mol % of 1 in the Hiyama coupling reaction is reported. High yields for electron-rich, -neutral, and -deficient aryl chlorides are obtained. A variety of phenylsiloxanes undergo coupling with aryl bromides and chlorides with low Pd(OAc)₂/1 loadings.