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ortho-Phenyl dialkylphosphonium sulfonate compounds: two rotamers in equilibrium

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Abstract

Two known and two new ortho-phenyl phosphonium–sulfonate compounds have been synthesized and analyzed in solution and in the solid state. When the phosphonium moiety bears alkyl substituents, two rotamers are in equilibrium in solution. These two rotamers have been entirely characterized and are shown to differ by the spatial arrangement of the phosphonium proton relative to the sulfonate moiety. The phosphonium proton chemical shift and the 1JPH coupling constant are characteristic values for each rotamer. The kinetic and thermodynamic constants have been determined by means of NMR and DFT studies.

Graphical abstract: ortho-Phenyl dialkylphosphonium sulfonate compounds: two rotamers in equilibrium

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Publication details

The article was received on 11 Jun 2018, accepted on 04 Jul 2018 and first published on 06 Jul 2018


Article type: Paper
DOI: 10.1039/C8DT02400F
Citation: Dalton Trans., 2018, Advance Article
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    ortho-Phenyl dialkylphosphonium sulfonate compounds: two rotamers in equilibrium

    E. Martin-Mothes, E. Puig, L. Vendier, C. Bijani, M. Grellier and S. Bontemps, Dalton Trans., 2018, Advance Article , DOI: 10.1039/C8DT02400F

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