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NMR spectra of pyrimidines - Effect of substituents on the chemical shifts of the "meta" protons in 2- and 4-substituted pyrimidines Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1978, Volume: 14, Number: 5, Pages: 552-556 Pages count : 5 DOI: 10.1007/BF00673343
Authors Shkurko O.P. , Mamaev V.P.
Affiliations
1 (Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR, Novosibirsk, 630090, Russian Federation

Abstract: The chemical shifts of the protons in the even positions of the pyrimidine ring in 2- and 4-substituted pyrimidines in dimethyl sulfoxide solutions were determined. The correlation equations that link the relative chemical shifts (with allowance for corrections for the magnetic anisotropy of the substituents and the ring) with the F and R substituent constants were calculated. The ratios obtained were analyzed by comparison with the corresponding correlation equations for monosubstituted benzenes. The reasons for the significant increase in the transmission of the conjugation effects of the substituents to the even positions of the pyrimidine ring as compared with the meta positions of the benzene ring and the appreciable weakening of the conductivity of their inductive effects when the heteroring nitrogen atom is situated between a resonating proton and the substituent are discussed. © 1978 Plenum Publishing Corporation.
Cite: Shkurko O.P. , Mamaev V.P.
NMR spectra of pyrimidines - Effect of substituents on the chemical shifts of the "meta" protons in 2- and 4-substituted pyrimidines
Chemistry of Heterocyclic Compounds. 1978. V.14. N5. P.552-556. DOI: 10.1007/BF00673343 Scopus РИНЦ OpenAlex
Dates:
Published print: May 1, 1978
Identifiers:
Scopus: 2-s2.0-34250276310
Elibrary: 30849879
OpenAlex: W118041729
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