Ruthenium-Complex-Catalyzed Regio- and Stereoselective Linear Codimerization of 2-Norbornenes with Acrylic Compounds

Abstract

A linear codimerization of 2-norbornenes with acrylic compounds such as acrylates and an acrylamide proceeded efficiently by ruthenium catalyst systems, RuCl3(tpy)/Zn (tpy = 2,2':6',2' '-terpyridine) or [RuCl2(C6H6)]2/Zn in a primary or secondary alcoholic solvent, to afford the corresponding exo-trans-2-norbornylacrylates as major products regio- and stereoselectively along with a small amount of cis isomers. The reaction of 2,5-norbornadiene with methyl acrylate also gave the linear exo-trans codimer, which was effectively catalyzed by the addition of triarylphosphines to the RuCl3(tpy)/Zn catalyst system.