Cyclopalladated ferrocenylimines: efficient catalysts for homocoupling and Sonogashira reaction of terminal alkynes

A novel pathway for homocoupling of terminal alkynes has been described using cyclopalladated ferrocenylimine 1 or 2/CuI as catalyst in the air. This catalytic system could tolerate several functional groups. The palladacycle 2 in the presence of n-Bu4NBR as an additive could be applied to Sonogashira. cross-coupling reaction of aryl iodides, aryl bromides, and some activated aryl chlorides with terminal alkynes under amine- and copper-free conditions, mostly to give moderate to excellent yields. (c) 2007 Elsevier Ltd. All rights reserved.