Polyisobutylene-anchored N-heterocyclic carbene ligands

Chayanant Hongfa; Haw-Lih Su; Hassan S Bazzi; David E Bergbreiter

doi:10.1021/ol802728t

Polyisobutylene-anchored N-heterocyclic carbene ligands

Org Lett. 2009 Feb 5;11(3):665-7. doi: 10.1021/ol802728t.

Authors

Chayanant Hongfa¹, Haw-Lih Su, Hassan S Bazzi, David E Bergbreiter

Affiliation

¹ Department of Chemistry, Texas A&M University, P.O. Box 30012, College Station, Texas 77842-3012, USA.

PMID: 19140700
DOI: 10.1021/ol802728t

Abstract

The synthesis of polyisobutylene (PIB)-supported N-heterocyclic carbenes (NHCs) that are useful as ligands for recoverable/recyclable organometallic complexes is described. Both PIB-bound carbenes analogous to SIMes and IMes as well as carbene precursors bound to PIB via 1,2,3-triazoles by alkyne-azide couplings are described. Both Ag(I) and Ru(II) complexes of these carbenes are shown to be phase selectively soluble in heptane. Hoveyda-Grubbs second-generation catalysts containing a PIB-supported NHC have also been used to catalyze ring-closing metathesis.