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Torsional isomerization of biologically active bicyclic molecules
Author(s) -
Bolotin Adolph B.,
Bolotin Victor A.,
Gineityte Victoria L.
Publication year - 1979
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560160416
Subject(s) - cndo/2 , isomerization , chemistry , dipole , molecule , heteroatom , computational chemistry , pyridine , ring (chemistry) , organic chemistry , catalysis
Rotational isomerization of bipyridines C 5 H 4 NC 5 H 4 N was studied by CNDO /2, PPP / CI , and CNDO / CI methods. It is shown that CNDO /2 overestimates the angle of rotation ϕ between the pyridine rings ca. two times. The angle ϕ was determined for 2,2′‐bipyridine by means of correlation of the theoretical ( CNDO /2) and experimental dipole moment. It was also found from the correlation between the theoretical and experimental UV spectra. It is shown that there is an explicit dependence of the results upon the distance between heteroatoms ( PPP / CI ). It has been found that the CNDO / CI method correctly predicts the value of the rotational angles and their sequence in bipyridines.