Efficient Suzuki coupling tricyclohexylphosphine adducts of aryl chlorides catalyzed by of cyclopalladated ferrocenylimines

The air and moisture stable tricyclohexylphosphine (PCY3) adducts of dimeric cyclopalladated ferrocenylimines 5 and 6 have been easily synthesized and successfully used in palladium-catalyzed Suzuki cross-coupling of aryl chlorides. Using 0.1 mol% of 6 in the presence of 2 equivalent Of CS2CO3 as base in dioxane at 100 degrees C provided coupled products in excellent yields in the reaction of non-activated and deactivated aryl chlorides with phenylboronic acid. For activated chlorides such as 4-chloronitrobenzene and 4-chloroacetophenone, the catalyst loadings could be lowered to 0.01 mol% without loss of activity. (c) 2005 Elsevier B.V. All rights reserved.