Silver and Rhodium Complexes of Stable, Monomeric Imidazolidin-2-ylidenes: Synthesis, Reactivity and Decomposition Pathway

Silver(I) complexes of the freely stable carbenes 1,3‐bis(2,4,6‐trimethylphenyl)imidazolidin‐2‐ylidene (3) and 1,3‐bis(2,6‐diisopropylphenyl)imidazolidin‐2‐ylidene (4) were prepared from the imidazolinium chlorides 1 and 2, respectively, and silver oxide. These two air‐stable and light‐sensitive car...

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Bibliographic Details
Published in:European Journal of Inorganic Chemistry 2006-01, Vol.2006 (1), p.158-162
Main Authors: Paas, Martin, Wibbeling, Birgit, Fröhlich, Roland, Hahn, F. Ekkehardt
Format: Article
Language:English
Subjects:
Carbene ligands
Carbenes
Nitrogen heterocycles
Silver
Sulfur
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Summary:Silver(I) complexes of the freely stable carbenes 1,3‐bis(2,4,6‐trimethylphenyl)imidazolidin‐2‐ylidene (3) and 1,3‐bis(2,6‐diisopropylphenyl)imidazolidin‐2‐ylidene (4) were prepared from the imidazolinium chlorides 1 and 2, respectively, and silver oxide. These two air‐stable and light‐sensitive carbene complexes [AgCl(3)] (5) and [AgCl(4)] (6) were characterized by NMR spectroscopy, and the molecular structure of 6 was confirmed by X‐ray diffraction. The imidazolidin‐2‐thiones 7 and 8 were obtained by reaction of the silver carbene complexes 5 and 6, respectively, with elemental sulfur at ambient temperature. Spectroscopic evidence for the formation of the rhodium(I) complex [(cod)Rh(Cl)(10)] (11) with the sterically demanding 1,3‐di‐tert‐butyl‐imidazolidin‐2‐ylidene ligand 10 obtained in situ from 1,3‐di‐tert‐butyl‐imidazolinium tetrafluoroborate 9 is presented. Because of the steric demand of the carbene ligand 10, complex 11 decomposed rapidly in solutions of chlorinated or polar solvents.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.200500777