Efficient route to 1,3-Di-N-imidazolylbenzene. A comparison of monodentate vs bidentate carbenes in Pd-catalyzed cross coupling

Victor C Vargas; Ramel J Rubio; T Keith Hollis; Martha E Salcido

doi:10.1021/ol035906z

Efficient route to 1,3-Di-N-imidazolylbenzene. A comparison of monodentate vs bidentate carbenes in Pd-catalyzed cross coupling

Org Lett. 2003 Dec 11;5(25):4847-9. doi: 10.1021/ol035906z.

Authors

Victor C Vargas¹, Ramel J Rubio, T Keith Hollis, Martha E Salcido

Affiliation

¹ Department of Chemistry, University of California-Riverside, Riverside, CA 92521-0403, USA.

PMID: 14653689
DOI: 10.1021/ol035906z

Abstract

A new bis(carbene) ligand architecture has been developed and was evaluated in the Suzuki-Miyaura cross-coupling reaction of various aryl halides with phenylboronic acid. Several new bis(carbene) ligands were tested in different carbene:Pd ratios. Pd(OAc)(2) and Pd(2)(dba)(3) were compared for efficiency as a Pd source. It was found that the Pd(OAc)(2)/bis(carbene) system formed a catalyst for the activation of chlorobenzene. [reaction: see text]