Issue 4, 2020

Synthesis and characterisation of Pd(ii) and Au(i) complexes with mesoionic carbene ligands bearing phosphinoferrocene substituents and isomeric carbene moieites

Abstract

While numerous functional ligands combining phosphine and imidazole-2-ylidene (or imidazolin-2-ylidene) donor moieties have already been reported, the chemistry of the corresponding functional mesoionic carbenes (MIC) derived from 1,2,3-triazoles remains nearly untapped. This contribution describes the synthesis of two isomeric series of triazolium salts bearing 1′-(diphenylphosphino)ferrocenyl substituents by [3 + 2] cycloaddition of a P-protected phosphinoferrocene alkyne with azides, or alternatively of a P-protected phosphinoferrocene azide with terminal alkynes, and by subsequent methylation. These salts were used to synthesize structurally unique Pd(II) complexes featuring a P,C-chelating triazolylidene carbene ligands and Au(I)-MIC complexes with free phosphine groups. The latter were further utilised to prepare Pd(II)Au(I) heterometallic complexes containing bridging ferrocene phosphino-carbenes as structurally flexible, donor-unsymmetric metalloligands. In addition, the reactivity of the newly prepared, P-protected phosphinoferrocene alkyne Ph2PfcC[triple bond, length as m-dash]CH·BH3 (fc = ferrocene-1,1′-diyl) was investigated, and representatives from all reported compound classes were structurally characterised.

Graphical abstract: Synthesis and characterisation of Pd(ii) and Au(i) complexes with mesoionic carbene ligands bearing phosphinoferrocene substituents and isomeric carbene moieites

Supplementary files

Article information

Article type
Paper
Submitted
25 Nov 2019
Accepted
02 Jan 2020
First published
03 Jan 2020

Dalton Trans., 2020,49, 1011-1021

Synthesis and characterisation of Pd(II) and Au(I) complexes with mesoionic carbene ligands bearing phosphinoferrocene substituents and isomeric carbene moieites

K. Škoch, P. Vosáhlo, I. Císařová and P. Štěpnička, Dalton Trans., 2020, 49, 1011 DOI: 10.1039/C9DT04521J

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