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Z. Naturforsch. 2014, 69b, 1073 – 1087
doi:10.5560/ZNB.2014-4187
Imine-coordinated 2-Aminoazole Complexes of Au(I): Complicating Reactions and Verification of Products by Crystal Structure Determination
Leigh-Anne de Jongh1, Liliana Dobrzańska1,2, Christoph E. Strasser1, Helgard G. Raubenheimer1, and Stephanie Cronje1,3
1 Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Matieland, 7602, Stellenbosch, South Africa
2 Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F - bus 2404, B-3001 Heverlee, Belgium
3 Institut für Anorganische und Analytische Chemie, Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, D-60348 Frankfurt am Main, Germany
Reprint requests to Dr. Stephanie Cronje. Fax: +27 (0)21 808-3849. E-mail: scron@sun.ac.za or stephanie.cronje@gmail.com
Received August 11, 2014 / published online December 19, 2014
Dedicated to Professor Hubert Schmidbaur on the occasion of his 80th birthday in recognition of his numerous important contributions to inorganic and organometallic chemistry
When Au(I) is provided with endocyclic soft thioether or endocyclic hard amine, endocyclic borderline imine and exocyclic hard amine coordination sites, the softer borderline endocyclic imine coordination site is favored. This is demonstrated by the synthesis and structural characterization (IR, MS, 1H, 13C and 31P NMR experiments and single-crystal X-ray diffraction analysis) of 2-aminoazole (2-amino-4-methylthiazole, 2-aminobenzothiazole and 2-aminobenzimidazole) complexes of [AuPPh3]+ (13). An unusual ring opening is observed for the reaction of 2-aminothiazoline with [Au(NO3)PPh3] yielding μ2-(2-mercapto-ethyl-cyanamide-κ,S)bis(triphenylphosphine)gold(I) nitrate (4). Reactions of 2-aminoazoles with Au(C6F5)THT (THT = tetrahydrothiophene) yield [Au(C6F5)2] stabilized by various cations. The formation of Au(2-aminothiazoline)C6F5 is again the exception.
Key words: Au(I), 2-Aminoazole, 5-Membered Heterocycle, Homoleptic Rearrangement, Aurophilic Interactions, Sulfonium Complex
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ZNB140187-ESM.pdf