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Issue 8, 2016
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Phenylmercury(ii) sulfanylpropenoates: an example of symmetrization with the 3-(2-methoxyphenyl)-2-sulfanylpropenoato ligand

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Abstract

We investigated the reactions of phenylmercury(II) acetate with 3-(substituted phenyl)-2-sulfanylpropenoic acids H2L [L = xspa, where spa = 2-sulfanylpropenoato and x ∈ {o-mp = 3-(2-methoxyphenyl)-}, p-mp = 3-(4-methoxyphenyl)-, o-tfmp = 3-(2-trifluoromethoxyphenyl)-, p-tfmp = 3-(4-trifluoromethoxyphenyl)-] in the presence of diisopropylamine in ethanol. The 1 : 1 : 1 reactions gave compounds of type [HQ][PhHg(L)] [where HQ = diisopropylammonium cation]. All the new compounds were isolated and characterized by elemental analysis, FAB mass spectrometry and IR, and NMR (1H, 13C, 199Hg) spectroscopy. The crystal structures of the [HQ][PhHg(L)] compounds show the presence of diisopropylammonium cations and [PhHg(L)] anions, in which the Hg atom adopts a HgCOS distorted T-environment. For the o-mpspa derivative, a symmetrization process, followed in solution by NMR spectroscopy, was detected and crystals of [HQ][PhHg(o-mpspa)]·0.5HgPh2 were isolated and studied by X-ray diffraction.

Graphical abstract: Phenylmercury(ii) sulfanylpropenoates: an example of symmetrization with the 3-(2-methoxyphenyl)-2-sulfanylpropenoato ligand

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Supplementary files

Article information


Submitted
25 Feb 2016
Accepted
27 May 2016
First published
27 May 2016

New J. Chem., 2016,40, 6735-6744
Article type
Paper

Phenylmercury(II) sulfanylpropenoates: an example of symmetrization with the 3-(2-methoxyphenyl)-2-sulfanylpropenoato ligand

J. S. Casas, M. D. Couce, M. García-Vega, A. Sánchez, J. Sordo and E. M. Vázquez López, New J. Chem., 2016, 40, 6735
DOI: 10.1039/C6NJ00624H

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