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

L. Álvarez, F. Brovelli, R. Baggio, O. Peña, J. Muñoz, J. Soto-Delgado, Y. Moreno

Research output: Contribution to journalArticlepeer-review

Abstract

The solid state thione-thiol equilibrium in 4,6-di-phenyl-3,4-di-hydro-pyrimidine-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.

Original languageEnglish
Pages (from-to)5702-5707
Number of pages6
JournalJournal of the Chilean Chemical Society
Volume67
Issue number4
DOIs
Publication statusPublished - Nov 2022

Keywords

  • bio reactors
  • filtering membranes
  • Greywater
  • Microfiltration
  • ultrafiltration

ASJC Scopus subject areas

  • General Chemistry

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