Kinetic and thermodynamic characteristics of the azide-tetrazole rearrangement of 4,6-substituted 2-azidopyrimidines

Kinetic and thermodynamic characteristics of the azide-tetrazole rearrangement of 4,6-substituted 2-azidopyrimidines Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2024, Volume: 73, Number: 9, Pages: 2616-2623 Pages count : 8 DOI: 10.1007/s11172-024-4372-x

Tags

NOESY/EXSY spectra 2-azidopyrimidines tetrazolo[1,5-a]pyrimidines azide-tetrazole tautomerism entropy enthalpy rate constants Arrhenius equation

Authors

Aleksandrova N.V. ¹ , Nikolaenkova E.B. ¹ , Mamatyuk V.I. ¹ , Krivopalov V.P. ¹

Affiliations

1	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Siberian Branch of the Russian Academy of Sciences

Azide-tetrazole tautomerism in a series of substituted 2-azidopyrimidines were studied by NMR spectroscopy methods. The structures of the tautomers existing in a solution were determined. By varying the temperature, the activation parameters of the studied tautomerism were determined from the integrated signal intensity in the NOESY/EXSY spectra. It was found that the phenyl substituents accelerate the tautomeric transformations.

Aleksandrova N.V. , Nikolaenkova E.B. , Mamatyuk V.I. , Krivopalov V.P.
Kinetic and thermodynamic characteristics of the azide-tetrazole rearrangement of 4,6-substituted 2-azidopyrimidines
Russian Chemical Bulletin. 2024. V.73. N9. P.2616-2623. DOI: 10.1007/s11172-024-4372-x WOS Scopus

Александрова Н.В. , Николаенкова Е.Б. , Маматюк В.И. , Кривопалов В.П.
Кинетические и термодинамические характеристики азидо-тетразольной перегруппировки в ряду 4,6-замещенных 2-азидопиримидинов
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2024. Т.73. №9. С.2616-2623. РИНЦ

Submitted:	Dec 15, 2023
Accepted:	Jan 22, 2024
Published online:	Oct 26, 2024

Web of science	WOS:001343262900010
Scopus	2-s2.0-85207833619
OpenAlex	W4403787847