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Title: Syntheses and catalytic activities of Pd(II) dicarbene and hetero-dicarbene complexes
Authors: Huynh, H.V. 
Jothibasu, R. 
Keywords: Electronic asymmetry
Mizoroki-Heck coupling
N-Heterocyclic carbene
Issue Date: 15-Oct-2011
Citation: Huynh, H.V., Jothibasu, R. (2011-10-15). Syntheses and catalytic activities of Pd(II) dicarbene and hetero-dicarbene complexes. Journal of Organometallic Chemistry 696 (21) : 3369-3375. ScholarBank@NUS Repository.
Abstract: A series of palladium(II) complexes (1-6) bearing cis-chelating homo-dicarbene ligands with varying alkyl bridges (C1-C3) and N-heterocyclic backbones (imidazole and benzimidazole) have been synthesized by reaction of Pd(OAc)2 with the respective diazolium bromides (A·2HBr - F·2HBr) in DMSO. A comparative catalytic study employing aryl chlorides in the Mizoroki-Heck reaction revealed the superiority of methylene- and propylene-bridged dibenzimidazolin-2-ylidenes over their imidazole-derived analogues. Based on these results, two new propylene-bridged hetero-dicarbene complexes (7 and 8) were designed containing a mixed benzimidazole/imidazole- derived NHC-donor set. Notably, both complexes outperformed their homo-dicarbene analogues, which may be due to the electronic asymmetry induced by hetero-dicarbene ligands. The molecular structures of complex 6 and 8 are also presented. © 2011 Elsevier B.V. All rights reserved.
Source Title: Journal of Organometallic Chemistry
ISSN: 0022328X
DOI: 10.1016/j.jorganchem.2011.07.018
Appears in Collections:Staff Publications

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