Synthesis, Solid-state Structures, Solution Behaviour and Catalysis Studies of Nickel Complexes of Bis(benzimidazolin-2-ylidene)pyridine Pincer Ligands*
Karen D. M. MaGee A , Guy Travers A , Brian W. Skelton B , Massimilliano Massi A , Alan D. Payne A and David H. Brown A C DA Department of Chemistry, Curtin University, GPO Box U1987, Perth, WA 6845, Australia.
B Centre for Microscopy, Characterisation and Analysis, The University of Western Australia, 35 Stirling Highway, Crawley, WA 6009, Australia.
C School of Biomedical, Biomolecular and Chemical Sciences, The University of Western Australia, 35 Stirling Highway, Crawley, WA 6009, Australia.
D Corresponding author. Email: d.h.brown@curtin.edu.au
Australian Journal of Chemistry 65(7) 823-833 https://doi.org/10.1071/CH12044
Submitted: 25 January 2012 Accepted: 16 February 2012 Published: 24 April 2012
Abstract
N-Heterocyclic carbene–nickel complexes with five- and four-coordinate geometries [(CNC)NiBr2] and [(CNC)NiBr]X (X = PF6 or BPh4) have been prepared with the pincer ligands 2,6-bis(N-octylbenzimidazolin-2-ylidene)pyridine and 2,6-bis(N-butyl-5,6-dimethoxybenzimidazolin-2-ylidene)pyridine. The addition of the n-octyl substituent significantly extends the solubility of the complexes and has allowed UV-vis solution studies of the complexes in dichloromethane and methanol. The four- and five-coordinate species exist in equilibrium in solution and this equilibrium has been explored by UV-vis studies. The complexes have also been characterized by NMR studies, and single crystal X-ray diffraction studies have been performed on [(CNC)NiBr2] (where CNC = 2,6-bis(N-octylbenzimidazolin-2-ylidene)pyridine) and [(CNC)NiBr]BPh4 (where CNC = 2,6-bis(N-butyl-5,6-dimethoxybenzimidazolin-2-ylidene)pyridine).
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