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|Title:||Solvent-controlled selective synthesis of a trans-configured benzimidazoline-2-ylidene palladium(II) complex and investigations of its Heck-type catalytic activity|
|Authors:||Huynh, H.V. |
|Keywords:||Heck coupling reaction|
|Citation:||Huynh, H.V., Ho, J.H.H., Neo, T.C., Koh, L.L. (2005-08-15). Solvent-controlled selective synthesis of a trans-configured benzimidazoline-2-ylidene palladium(II) complex and investigations of its Heck-type catalytic activity. Journal of Organometallic Chemistry 690 (16) : 3854-3860. ScholarBank@NUS Repository. https://doi.org/10.1016/j.jorganchem.2005.04.053|
|Abstract:||Reaction of N,N′-dimethylbenzimidazolyl iodide (A) with Pd(OAc) 2 in DMSO gives selectively trans-bis(N,N′- dimethylbenzimidazoline-2-ylidene) palladium(II) diiodide (trans-2) in 77% yield. The selective formation of the trans-coordination isomer and thus the cis-trans rearrangement is driven by the insolubility of trans-2 in DMSO. X-ray single-crystal diffraction analysis and 13C NMR spectroscopy confirm the trans-geometry of the square planar Pd(II) complex. Catalytic studies show that cis-1 and trans-2 are highly efficient in the Mizoroki-Heck coupling reaction of aryl bromides and activated aryl chlorides both in DMF and [N(n-C4H9)4]Br as ionic liquid. The catalytic activities of Pd(II) complexes with N-heterocyclic carbene ligands derived from benzimidazole are comparable to their imidazole-derived analogues. © 2005 Elsevier B.V. All rights reserved.|
|Source Title:||Journal of Organometallic Chemistry|
|Appears in Collections:||Staff Publications|
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