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Studies of the electronic structure of 4‐ N ‐cytosine derivatives by NMR‐ NQR double resonance spectroscopy
Author(s) -
Latosińska J. N.,
Seliger J.,
Grechishkin V. S.,
Spychala J.
Publication year - 1999
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(199912)37:12<881::aid-mrc582>3.0.co;2-h
Subject(s) - chemistry , cytosine , crystallography , resonance (particle physics) , nuclear magnetic resonance spectroscopy , ring (chemistry) , spectroscopy , electron density , stereochemistry , electron , organic chemistry , dna , atomic physics , biochemistry , physics , quantum mechanics
Results concerning the electronic structure of five cytosine derivatives obtained by the NMR‐ NQR double resonance technique on nitrogen nuclei are reported. NMR‐ NQR spectra of the five cytosine derivatives were taken at 120 K. The influence of substitution at the 4‐N position of the cytosine ring was analysed by NMR‐ NQR. According to the results of the study, the amine group, which acts as a π electron acceptor in most molecular systems, in phenylcytosine and naphthylcytosine becomes an electron donor, while the aromatic rings, which usually compensate for electron density changes in cytosine, act as electron acceptors. When the aromatic substituents of 4‐ N ‐cytosine are separated by a CH 2 CH 2 chain, the density redistribution is reduced. Copyright © 1999 John Wiley & Sons, Ltd.