'TYC' Reaction between Alkynes and Catechol-Thiol Derivatives Prompted by Metal Nanocatalysis: Mechanism Study by DFT Calculation

Autor: Matías Capurso, Gabriel Radivoy, Fabiana Nador, Viviana Dorn
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Chemistry Proceedings, Vol 12, Iss 1, p 4 (2022)
Druh dokumentu: article
ISSN: 2673-4583
DOI: 10.3390/ecsoc-26-13588
Popis: A recently published article by our research group demonstrated that the hydrothiolation of activated alkynes is a successful way to functionalize thiols bearing catechols. The reaction was promoted by the CuNPs/TiO2 nanocatalyst and was regio- and stereoselective towards the anti-Markovnikov Z-vinyl sulfide with good to excellent yields (47–97%). The scope of the reaction was evaluated and, based on experimental observations, the reaction mechanism was investigated through DFT studies. Theoretical results and experimental data were consistent with a reaction mechanism based on a copper-catalyzed anti-Markovnikov hydrothiolation process that favors the formation of the Z-vinyl sulfide.
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