Synthesis and structural characterisation of linear Au(I) N-heterocyclic carbene complexes: New analogues of the Au(I) phosphine drug Auranofin
Author(s)
Baker, MV
Barnard, PJ
Berners-Price, SJ
Brayshaw, SK
Hickey, JL
Skelton, BW
White, AH
Griffith University Author(s)
Year published
2005
Metadata
Show full item recordAbstract
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-߭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-߭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-߭d-glucopyranose under basic conditions. A cationic Au(I)-NHC ...
View more >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-߭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-߭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-߭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 AuAu interaction (3.1566(6) ũ. Preliminary studies show this complex is luminescent in the solid state.
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View more >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-߭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-߭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-߭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 AuAu interaction (3.1566(6) ũ. Preliminary studies show this complex is luminescent in the solid state.
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Journal Title
Journal of Organometallic Chemistry
Volume
690
Issue
24-25
Subject
Inorganic chemistry
Inorganic chemistry not elsewhere classified
Organic chemistry
Other chemical sciences