Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.jorganchem.2008.06.037
Title: Ag(I) and Pd(II) complexes of a 1,3-dibenzhydryl substituted benzannulated N-heterocyclic carbene: Unexpected rearrangement, structures and catalytic studies
Authors: Han, Y. 
Hong, Y.-T.
Huynh, H.V. 
Keywords: C-C coupling
Homogeneous catalysis
N-heterocyclic carbene
Palladium
Silver
Issue Date: 15-Sep-2008
Citation: Han, Y., Hong, Y.-T., Huynh, H.V. (2008-09-15). Ag(I) and Pd(II) complexes of a 1,3-dibenzhydryl substituted benzannulated N-heterocyclic carbene: Unexpected rearrangement, structures and catalytic studies. Journal of Organometallic Chemistry 693 (19) : 3159-3165. ScholarBank@NUS Repository. https://doi.org/10.1016/j.jorganchem.2008.06.037
Abstract: Reaction of the sterically bulky 1,3-dibenzhydrylbenzimidazolium bromide (Bh2-bimyH+Br-) (A) with Pd(OAc)2 in DMSO yielded a mono(carbene) Pd(II) complex 1 with a N-bound benzimidazole derivative, which resulted from an unusual NHC rearrangement reaction. Reaction of A with Ag2O, on the other hand, cleanly gave the Ag(I) carbene complex [AgBr(Bh2-bimy)] (2), which has been used as a carbene-transfer agent to prepare the acetonitrile complex trans-[PdBr2(CH3CN)(Bh2-bimy)] (3). Dissociation of acetonitrile from complex 3 and subsequent dimerization afforded the dinuclear Pd(II) complex [PdBr2(Bh2-bimy)]2 (4) in quantitative yield. All complexes were fully characterized by multinuclear NMR spectroscopies, ESI mass spectrometry and X-ray diffraction analysis. Furthermore, the catalytic activity of complex 4 in aqueous Suzuki-Miyaura cross-coupling reactions was studied and compared with that of its previously reported less bulky analogue [PdBr2(iPr2-bimy)]2. © 2008 Elsevier B.V. All rights reserved.
Source Title: Journal of Organometallic Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/93060
ISSN: 0022328X
DOI: 10.1016/j.jorganchem.2008.06.037
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

45
checked on Jul 16, 2018

WEB OF SCIENCETM
Citations

44
checked on Jul 16, 2018

Page view(s)

42
checked on Jun 29, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.