N-Benzyl Substituted N-Heterocyclic Carbene Complexes of Iridium(I): Assessment in Transfer Hydrogenation Catalyst

Articles > Article · 2013

Authors: Süleyman GÜLCEMAL, Aytac Gurhan Gokce, BEKİR ÇETİNKAYA

Inorganic Chemistry, Journal Indexed in SCI Expanded, International, WoS, 2013, vol 52, pp 10601-10609

DOI: 10.1021/ic401626e

Summary

Iridium(I) complexes of N-heterocyclic carbenes (NHCs) (1a-3a) were obtained by transmetalation reactions from the corresponding Ag(I)-NHC complexes. These complexes have been fully characterized by (1)H, (13)C, heteronuclear multiple-bond correlation NMR spectroscopies, and elemental analysis. X-ray diffraction studies on single crystals of 1a and 2a confirm the square planar geometry at the metal center. [IrCl(CO)2(NHC)] complexes 1b-3b were also synthesized to compare σ-donor/π-acceptor strength of NHC ligands. Transfer hydrogenation (TH) reactions of various ketones and imines have been studied using complexes 1a-3a as precatalysts. N-Benzyl substituted NHC complexes of Ir(I) proved to be highly efficient precatalysts in the reduction of aromatic and aliphatic ketones to afford the corresponding alcohol products with turnover frequencies values up to 24,000 h(-1).

View details