Synthesis and Study of Prototropic Tautomerism of 2-(2-Furyl)-1-hydroxyimidazoles

Autor:	Polina A. Nikitina, Valery P. Perevalov, Marina A. Zakharko, Tatiana Yu. Koldaeva
Rok vydání:	2020
Předmět:	010405 organic chemistry Supramolecular chemistry Deuterated chloroform General Chemistry Carbon-13 NMR 010402 general chemistry 01 natural sciences Tautomer Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Biocatalysis Imidazole Moiety Macromolecule
Zdroj:	Australian Journal of Chemistry. 73:1098
ISSN:	0004-9425
Popis:	Novel 2-(2-furyl)imidazole derivatives were synthesised. 2-(2-Furyl)-1-methoxyimidazoles and 2-(2-furyl)-1-methylimidazole 3-oxides were used as model compounds in the study of the prototropic tautomerism of 2-(2-furyl)-1-hydroxyimidazoles by means of 1H, 13C NMR and UV/vis spectroscopies. It was demonstrated that the interaction of the π-excessive furyl moiety with an electron-withdrawing carbonyl group in position 5 of imidazole stabilised the N-hydroxy tautomeric form in both deuterated chloroform and d6-DMSO. In ethanol the N-oxide tautomer is also present along with the prevailing N-hydroxyimidazole.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::401927aa0dd942da31656b4d44e9762b https://doi.org/10.1071/ch20044 Zobrazit plný text záznamu Plný text ve formátu PDF