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Diazobicycloalkanes with bridgehead nitrogen atoms in nodal positions. 22. Conformational analysis of benzodiazabicycloalkenes. Iterative evaluation of spectral and thermodynamic parameters Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1991, Volume: 27, Number: 10, Pages: 1130-1134 Pages count : 5 DOI: 10.1007/BF00486812
Authors Sal'nikov G.E. 1 , Gall' A.A. 1 , Shishkin G.V. 2 , Mamatyuk V.I. 1
Affiliations
1 (Scopus) Institute of Bioorganic Chemistry, Novosibirsk, Russian Federation
2 (Scopus) Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090, Russian Federation

Abstract: 1H and 13C NMR were used to investigate the conformational equilibrium of benzo[f]-1,5-diazabicyclo[3,2.2]nonene and benzo[g]-1,6-diazabicyclo[4.2.2]decene in solution at temperatures from 20 to-110‡C. Benzo[f]-1,5-diazabicyclo[3.2.2]nonene in this temperature interval undergoes rapid conformational exchange, while the conformation ratio changes from 73:27 to 55:45. The thermodynamic characteristics of this equilibrium were obtained and some NMR parameters of the individual conformers were estimated. For benzo[g]-1,6-diazabicyclo-[4.2.2]decene it was possible to attain conditions of slow exchange between two conformations whose proportion in the temperature interval studied were almost identical. The kinetics of conformational exchange were investigated and the energy of activation of the process was found to equal 42.3 kJ/mole. © 1992 Plenum Publishing Corporation.
Cite: Sal'nikov G.E. , Gall' A.A. , Shishkin G.V. , Mamatyuk V.I.
Diazobicycloalkanes with bridgehead nitrogen atoms in nodal positions. 22. Conformational analysis of benzodiazabicycloalkenes. Iterative evaluation of spectral and thermodynamic parameters
Chemistry of Heterocyclic Compounds. 1991. V.27. N10. P.1130-1134. DOI: 10.1007/BF00486812 Scopus РИНЦ OpenAlex
Dates:
Published print: Oct 1, 1991
Identifiers:
Scopus: 2-s2.0-34249841505
Elibrary: 30871587
OpenAlex: W1970622412
Citing: Пока нет цитирований
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