Issue 22, 2024

Coordination of azol(in)ium dithiocarboxylate ligands to Au(iii): unexpected formation of a novel family of cyclometallated Au(iii) complexes, DFT calculations and catalytic studies

Abstract

A series of cyclometallated gold(III) complexes 21–27 of general formula [Au(dppta)(azdtc)Cl] (dppta = N,N-diisopropyl-P,P-diphenylphosphinothioic amide-κ2C,S; azdtc = azol(in)ium-2-dithiocarboxylate-κ1S) were prepared and characterized by spectroscopic and diffractometric techniques. Treatment of [Au(dppta)(azdtc)Cl] complexes with methanol led to their quantitative transformation into a novel family of (C^S, S^S)-cyclometallated gold(III) complexes of general formula [Au(dppta)(azmtd)] (azmdt = azol(in)ium-2-(methoxy)methanedithiol-κ2S,S) 28–34. All the [Au(dppta)(azdtc)Cl] complexes 21–27 catalyzed the alkylation of indoles, whereas [Au(dppta)(azmtd)] complexes 28–34 were inactive. Among the synthesized derivatives, complex 22 displayed the highest catalytic activity, leading to a series of functionalized indoles in excellent yields.

Graphical abstract: Coordination of azol(in)ium dithiocarboxylate ligands to Au(iii): unexpected formation of a novel family of cyclometallated Au(iii) complexes, DFT calculations and catalytic studies

Supplementary files

Article information

Article type
Paper
Submitted
22 Apr 2024
Accepted
13 May 2024
First published
14 May 2024
This article is Open Access
Creative Commons BY license

Dalton Trans., 2024,53, 9433-9440

Coordination of azol(in)ium dithiocarboxylate ligands to Au(III): unexpected formation of a novel family of cyclometallated Au(III) complexes, DFT calculations and catalytic studies

P. Pérez-Ramos, M. A. Mateo, D. Elorriaga, D. García-Vivó, R. G. Soengas and H. Rodríguez-Solla, Dalton Trans., 2024, 53, 9433 DOI: 10.1039/D4DT01184H

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