THIONE-THIOL TAUTOMERIC EQUILIBRIUM IN A DIHYDROPYRIMIDINE-THIONE: X RAY DIFFRACTION HELPED BY NMR, FTIR AND THEORETICAL CALCULATIONS

Moreno, Yanko; Brovelli, Francisco; Álvarez, Luis; Baggio, Ricardo; Pena, Octavio; Muñoz, José; Soto, Jorge

dc.creator	Moreno, Yanko
dc.creator	Brovelli, Francisco
dc.creator	Álvarez, Luis
dc.creator	Baggio, Ricardo
dc.creator	Pena, Octavio
dc.creator	Muñoz, José
dc.creator	Soto, Jorge
dc.date	2023-01-09
dc.date.accessioned	2024-05-02T20:01:35Z
dc.date.available	2024-05-02T20:01:35Z
dc.identifier	http://www.jcchems.com/index.php/JCCHEMS/article/view/2186
dc.identifier.uri	https://revistaschilenas.uchile.cl/handle/2250/242614
dc.description	The solid state thione-thiol equilibrium in 4,6-diphenyl-3,4-dihydropyrimidine-2(1H)-thione (C16H14N2S) is analyzed through three different techniques, viz: Single Cristal X-Ray Diffraction (SCXRD), Nuclear Magnetic Resonance (NMR) and Fourier Transformed Infra-Red spectroscopy (FTIR), each one providing complementary information to the solution of the problem. The existence of thione-thiol equilibrium is firmly established, both in solution (by HNMR techniques) as in the solid state (by FTIR methods), and even if no traces of the thiol form could be found via SCXRD, some hints about the way in which the coexistence of both forms could be structurally achieved are provided by the structural analysis. In order to confirm the existence of this equilibrium, theoretical calculations were carried out at the B3LYP/6-311G(d,p) level theory, and a double proton transfer reaction is proposed.	en-US
dc.format	application/pdf
dc.language	eng
dc.publisher	Sociedad Chilena de Química	en-US
dc.relation	http://www.jcchems.com/index.php/JCCHEMS/article/view/2186/568
dc.rights	Copyright (c) 2023 SChQ	en-US
dc.rights	https://creativecommons.org/licenses/by-nc-sa/4.0	en-US
dc.source	Journal of the Chilean Chemical Society; Vol 67 No 4 (2022): Journal of the Chilean Chemical Society; 5702-5707	en-US
dc.source	0717-9707
dc.source	0717-9324
dc.subject	tautomeric equilibrium	en-US
dc.subject	X-ray diffraction	en-US
dc.subject	Thione-thiol	en-US
dc.title	THIONE-THIOL TAUTOMERIC EQUILIBRIUM IN A DIHYDROPYRIMIDINE-THIONE: X RAY DIFFRACTION HELPED BY NMR, FTIR AND THEORETICAL CALCULATIONS	en-US
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/publishedVersion

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