Solvent- and functional-group-assisted tautomerism of 3-alkyl substituted 5-(2-pyridyl)-1,2,4-triazoles in DMSO

Solvent- and functional-group-assisted tautomerism of 3-alkyl substituted 5-(2-pyridyl)-1,2,4-triazoles in DMSO–water

Published:2023 Issue:47 Volume:21 Page:9443-9458
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

García-López Jesús¹^ORCID,Khomenko Dmytro M.²^ORCID,Zakharchenko Borys V.²^ORCID,Doroshchuk Roman O.²^ORCID,Starova Viktoriia S.²^ORCID,Iglesias María José¹^ORCID,Lampeka Rostyslav D.²^ORCID,López-Ortiz Fernando¹^ORCID

Affiliation:

1. Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Carretera de Sacramento s/n, Almería, 04120, Spain

2. Department of Chemistry, Taras Shevchenko National University of Kyiv, Volodymyrska Street, 64/13, Kyiv 01601, Ukraine

Abstract

The NMR spectroscopy and DFT study of the mechanism of tautomerisation in DMSO–water of C-disubstituted alkyl, (2-pyridyl)-1,2,4-triazoles revealed solvent and functional-group assistance in the proton transport between the nitrogens.

Funder

Enamine

Taras Shevchenko National University of Kyiv

Universidad de Almería

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB01651J

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3. Syntheses, structures, magnetism and electrocatalytic oxygen evolution for four cobalt, manganese and copper complexes with dinuclear, 1D and 3D structures

4. New palladium(ii) complexes with 3-(2-pyridyl)-5-alkyl-1,2,4-triazole ligands as recyclable C–C coupling catalysts

5. An alternative approach to the synthesis of [1,2,4]triazolo[1,5‐ a ]pyridine‐8‐carbonitriles, their crystal structure, and DFT calculations