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Mono- vs Bis(carbene) Complexes:  A Detailed Study on Platinum(II)−Benzimidazolin-2-ylidenes

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Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore
Cite this: Organometallics 2007, 26, 18, 4612–4617
Publication Date (Web):August 3, 2007
https://doi.org/10.1021/om700543p
Copyright © 2007 American Chemical Society
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    Abstract

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    The reaction of PtBr2 with NaOAc and 1,3-diisopropylbenzimidazolium bromide (A) in DMSO afforded the mixed monocarbene−DMSO complex cis-[PtBr2(DMSO)(iPr2-bimy)] (cis-1) and the bis(carbene) complex trans-[PtBr2(iPr2-bimy)2] (trans-2). The DMSO ligand in cis-1 can be easily replaced by stronger donors such as triphenylphosphine and pyridine to give novel benzannulated monocarbene complexes trans-[PtBr2(iPr2-bimy)(PPh3)] (trans-3), cis-[PtBr2(iPr2-bimy)(PPh3)] (cis-3), and trans-[PtBr2(iPr2-bimy)(Pyridine)] (trans-4), respectively. All compounds have been fully characterized by multinuclei NMR spectroscopies and mass spectrometry (ESI, FAB). X-ray diffraction studies on single crystals of cis-1, trans-2, cis-3, and trans-4 revealed a square-planar geometry and a fixed orientation of the N-isopropyl substituents with the C−H protons pointing to the metal center to maximize interesting and rare C−H···Pt preagostic interactions. These interactions are also retained in solution, as indicated by the large downfield shift of the isopropyl C−H protons in the 1H NMR spectrum compared to that in the precursor salt A.

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     Corresponding author. E-mail:  [email protected].

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    Crystallographic data for cis-1, trans-2, cis-3, and trans-4 as CIF files. This material is available free of charge via the Internet at http://pubs.acs.org.

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