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Your search keyword '"2-fluorobicyclo[2.2.1]heptan-7-ols"' showing total 2 results
Start Over Descriptor "2-fluorobicyclo[2.2.1]heptan-7-ols" Topic conformational analysis
2 results on '"2-fluorobicyclo[2.2.1]heptan-7-ols"'

1. Conformational analysis, stereoelectronic interactions and NMR properties of 2-fluorobicyclo[2.2.1]heptan-7-ols

Author

Fátima M. P. de Rezende, Marilua A. Moreira, Rodrigo A. Cormanich, and Matheus P. Freitas

Subjects
conformational analysis, 2-fluorobicyclo[2.2.1]heptan-7-ols, hydrogen bond, 1hJF,H(O) coupling constant, quantum-chemical calculations, Science, Organic chemistry, QD241-441
Abstract

Four diastereoisomers of 2-fluorobicyclo[2.2.1]heptan-7-ols were computationally investigated by using quantum-chemical calculations, and their relative energies were analyzed on the basis of stereoelectronic interactions, particularly the presence or otherwise of the F∙∙∙HO intramolecular hydrogen bond in the syn-exo isomer. It was found through NBO and AIM analyses that such an interaction contributes to structural stabilization and that the 1hJF,H(O) coupling constant in the syn-exo isomer is modulated by the nF→σ*OH interaction, i.e., the quantum nature of the F∙∙∙HO hydrogen bond.

Published
2012
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2. Conformational analysis, stereoelectronic interactions and NMR properties of 2-fluorobicyclo[2.2.1]heptan-7-ols

Author

Matheus P. Freitas, Rodrigo A. Cormanich, Marilua A. Moreira, and Fátima M.P. de Rezende

Subjects
Coupling constant, hydrogen bond, Chemistry, Stereochemistry, Hydrogen bond, Organic Chemistry, Diastereomer, conformational analysis, quantum-chemical calculations, 1hJF,H(O) coupling constant, Full Research Paper, lcsh:QD241-441, lcsh:Organic chemistry, Computational chemistry, Intramolecular force, 2-fluorobicyclo[2.2.1]heptan-7-ols, lcsh:Q, lcsh:Science, Quantum, Natural bond orbital
Abstract

Four diastereoisomers of 2-fluorobicyclo[2.2.1]heptan-7-ols were computationally investigated by using quantum-chemical calculations, and their relative energies were analyzed on the basis of stereoelectronic interactions, particularly the presence or otherwise of the F∙∙∙HO intramolecular hydrogen bond in the syn-exo isomer. It was found through NBO and AIM analyses that such an interaction contributes to structural stabilization and that the 1hJF,H(O) coupling constant in the syn-exo isomer is modulated by the nF→σ*OH interaction, i.e., the quantum nature of the F∙∙∙HO hydrogen bond.

Published
2012

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