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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 673–677, May, 1978.
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Shkurko, O.P., Mamaev, V.P. NMR spectra of pyrimidines. Chem Heterocycl Compd 14, 552–556 (1978). https://doi.org/10.1007/BF00673343
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DOI: https://doi.org/10.1007/BF00673343