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Synthesis and structural characterisation of linear Au(I) N-heterocyclic carbene complexes: New analogues of the Au(I) phosphine drug Auranofin
Institution:1. Institut für Anorganische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, D-72076, Tübingen, Germany;2. Organisch-Chemisches Institut, Ruprecht-Karls Universität Heidelberg, Im Neuenheimer Feld 250, D-69120, Heidelberg, Germany;1. Department of Chemistry, Indian Institute of Technology Hyderabad, ODF Estate, Yeddumailaram, TS 502 205, India;2. School of Chemical and Biotechnology, SASTRA University, Tirumalaisamudram, Thanjavur, Tamil Nadu 613 401, India;1. School of Applied Science, Applied Synthetic Chemical Research Laboratory, Haldia Institute of Technology, Haldia 721657, Purba Medinipur, West Bengal, India;2. Department of Physics, M. G. Mahavidyalaya, Purba Medinipur, West Bengal 721425, India;3. Department of Chemistry, Bengal Engineering and Science University, Shibpur, Howrah 711103, West Bengal, India;4. Department of Inorganic Chemistry, Indian Association for the Cultivation of Sciences, Jadavpur, Kolkata 700032, West Bengal, India;5. Department of Chemistry, ITM University, Gwalior, M.P., India
Abstract:The synthesis and characterisation of a series of neutral Au(I) N-heterocyclic carbene complexes (NHC)AuX] (X = Cl and 2′,3′,4′,6′-tetra-O-acetyl-β-d-glucopyranosyl-1-thiolato) are reported. The chloro complexes were synthesised either by reaction of the appropriate 1,3-dialkylimidazol-2-ylidene with (Me2S)AuCl] or by transmetallation between the appropriate Ag(I)–NHC complex and (Me2S)AuCl]. The 2′,3′,4′,6′-tetra-O-acetyl-β-d-glucopyranosyl-1-thiolato complexes were prepared from the appropriate (NHC)Au(I)Cl] complex and 2′,3′,4′,6′-tetra-O-acetyl-1-thio-β-d-glucopyranose under basic conditions. A cationic Au(I)–NHC triphenylphosphine adduct was also prepared. Structural studies (X-ray diffraction) of a number of the complexes show that in each case the gold atom is (quasi-) linearly two-coordinate, having C–Au–Cl, C–Au–S or C–Au–P coordination. In one case, a new phase of (Cy2Im)AuCl], the molecules pack pair-wise with a close Au⋯Au interaction (3.1566(6) Å). Preliminary studies show this complex is luminescent in the solid state.
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