1,1-Digoldallylium Complexes

  • Author: ChemistryViews.org
  • Published: 10 March 2019
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Journal of the American Chemical Society/ACS Publications
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: 1,1-Digoldallylium Complexes

A. Stephen K. Hashmi and colleagues, Heidelberg University, Germany, have synthesized extremely reactive 1,1-digoldallylium complexes (pictured, NHC = N-heterocyclic carbene). The NHC ligands used were IPr (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) derivatives. The team reacted (NHC)(cyclopropenyl)gold(I) complexes with cationic gold(I) complexes of the type [(IPr)Au]+ and obtained the 1,1-digoldallylium complexes in a ring-opening reaction.

The researchers confirmed the existence of these intermediates using UV−Vis−NIR spectrophotometry, NMR spectroscopy, and mass spectrometry. They were also able to capture the 1,1-digoldallylium complex with dimethylsulfoxide as a sulfoxonium species that is stable enough for X-ray crystallographic analysis. Density-functional theory (DFT) calculations were used to investigate the bonding situation in the 1,1-digoldallylium complex. The team found electron delocalization along the Au−C−Au region. The bonding can be described as a three-center−four-electron bond.

The 1,1-digoldallylium complexes can be considered a coordination compound of carbon with a previously unknown structure. According to the researchers, the reactivity of this kind of complex should be further investigated.


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