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The preparation and coordination chemistry of substituted benzenethiols. Triphenylphosphine gold(I) complexes of sterically demanding and nondemanding arenethiols. The absence of gold(I)-gold(I) interactions

Lookup NU author(s): Professor William Clegg, Dr Mark Elsegood, Dr Lynne Horsburgh

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Abstract

Novel substituted benzenethiols can be easily prepared via aryl thiocyanates or aryl bromides. Reaction of [(Ph3P)AuCl] with the sterically-nondemanding benzenethiols HSC6H4NMe2-p and HSC6H4NMe3+-p and with the sterically-demanding benzenethiols HSCMe2H2NMe2-p, HSC6Me4H-p and in the presence of triethylamine yields the monomeric gold(I) complexes [(Ph3P)Au(SAr)], which are analogous to the gold-based antiarthritic drug Auranofin. Reaction with the sterically demanding dithiol HSC6Me4SH-p in the presence of NEt3 yields the dimeric complex [{(Ph3P)Au}2(μ-SC6Me4S-p)]. Spectrochemical and electrochemical data are reported. The crystal structures of [(Ph3P)Au(SC6H4NMe2-p)] and [(Ph3P)Au(SC6H4NMe3-p)]PF 6 have been solved: both complexes are monomeric in the solid state, lacking the short gold-gold interaction which is commonly found in gold(I) complexes of soft ligands, e.g., [(Ph3P)Au(SPh)]2.

Publication metadata

Author(s): Ahmed LS, Clegg W, Davies DA, Dilworth JR, Elsegood MRJ, Griffiths DV, Horsburgh L, Miller JR, Wheatley N

Publication type: Article

Publication status: Published

Journal: Polyhedron

Year: 1998

Volume: 18

Issue: 3-4

Pages: 593-600

Print publication date: 18/12/1998

ISSN (print): 0277-5387

ISSN (electronic): 1873-3719

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/S0277-5387(98)00339-8

DOI: 10.1016/S0277-5387(98)00339-8

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