Issue 6, 1998

Reactions of dichloro[2-(dimethylaminomethyl)phenyl-C1,N ]gold(III), [Au(damp-C1,N )Cl2], with heterocyclic thiols. Evidence for Au–N bond cleavage and protonation of the dimethylamino group

Abstract

Dichloro[2-(dimethylaminomethyl)phenyl-C1,N ]gold(III), [Au(damp-C1,N )Cl2], reacts with 2-mercapto-1,3-thiazoline (HSthiaz), 2-mercaptopyridine (HSpy), sodium 1-methylmercaptotetrazolate (NaSmetetraz), 4-methyl-3-mercapto-1,2,4-triazole (HSmetriaz) or 6-mercaptopurine (HSpur) under cleavage of the Au–N bond and protonation of the dimethylamino group. Compounds of general formulae [Au(Hdamp-C1)Cl(HL)2]2+ (HL = HSthiaz or HSpy), [Au(Hdamp-C1)Cl(L)] (L = Spur) or [Au(Hdamp-C1)(L)3] (L = Smetetraz) have been isolated and characterized. The reaction with HSmetriaz leads to a rapid reduction of the metal and the formation of the gold(I) complex [Au(HSmetriaz)2]+. The crystal structures of [Au(Hdamp-C1)Cl(HSthiaz)2]Cl2·Me2CO, [Au(Hdamp-C1)Cl(HSpy)2]·H2O, [Au(Hdamp-C1)(Smetetraz)3] and [Au(Hdamp-C1)Cl(Spur)]Cl have been elucidated showing the gold atoms in distorted square-planar co-ordination environments. Generally, one or more hydrogen atoms of the heterocyclic ligands and/or the NMe2H+ group form hydrogen bonds in the solid-state structures. The reaction of Na[AuCl4] with Na(Smetetraz) and [NEt4]Br yields bright red crystals of [NEt4][Au(Smetetraz)4], the first structurally characterized gold(III) complex with four monodentate thiolate ligands. The structure of the complex shows well separated [Au(Smetetraz)4] anions with Au–S distances of 2.354(4) Å.

Supplementary files

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1998, 1011-1020

Reactions of dichloro[2-(dimethylaminomethyl)phenyl-C1,N ]gold(III), [Au(damp-C1,N )Cl2], with heterocyclic thiols. Evidence for Au–N bond cleavage and protonation of the dimethylamino group

U. Abram, J. Mack, K. Ortner and M. Müller, J. Chem. Soc., Dalton Trans., 1998, 1011 DOI: 10.1039/A708618K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements