Experimental and theoretical approaches to the protonation of thiourea: A convenient nucleophile in coordination chemistry revisited

Schiessl W, Summa N, Weber C, Gubo S, Dücker-Benfer C, Puchta R, van Eikema Hommes N, van Eldik R (2005)


Publication Status: Published

Publication Type: Journal article

Publication year: 2005

Journal

Publisher: Wiley-VCH Verlag

Book Volume: 631

Pages Range: 2812-2819

Journal Issue: 13-14

DOI: 10.1002/zaac.200500157

Abstract

The protonation of thiourea was reinvestigated in aqueous and non-aqueous media using potentiometric, UV-vis, NMR, MS spectroscopy, as well as DFT calculations. In aqueous medium, no evidence for protonation could be found in the pH range 0 to 7, in agreement with typical pK(a) values (acid dissociation constants of protonated thiourea) quoted in the literature of around - 1.2. Most of the protonation constants quoted in the literature are incorrect and apparently refer to pK, values. Protonation of thiourea occurs at a much higher pK, value in methanol and in water-dioxane mixtures, which must be related to the stabilization of the protonated species in such media.

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How to cite

APA:

Schiessl, W., Summa, N., Weber, C., Gubo, S., Dücker-Benfer, C., Puchta, R.,... van Eldik, R. (2005). Experimental and theoretical approaches to the protonation of thiourea: A convenient nucleophile in coordination chemistry revisited. Zeitschrift für Anorganische und Allgemeine Chemie, 631(13-14), 2812-2819. https://dx.doi.org/10.1002/zaac.200500157

MLA:

Schiessl, Wolfgang, et al. "Experimental and theoretical approaches to the protonation of thiourea: A convenient nucleophile in coordination chemistry revisited." Zeitschrift für Anorganische und Allgemeine Chemie 631.13-14 (2005): 2812-2819.

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