<i>Ab initio</i> CALCULATIONS OF THE ELECTRONIC EFFECTS IN CHLOROPYRIMIDINES AND CHLOROPYRAZINES

Abstract

RHF/6-31G(d) calculations for 2- and 5-chloropyrimidines and 2-chloropyrazine show alternation of charge and π-electron density on the ring atoms in the pyrimidine derivatives and absence of such alternation in the pyrazine derivative. This finding is in accord with bond polarization by the charge of the geminal atom directly through space. The ³⁵Cl NQR frequencies estimated from the calculation data for these molecules were similar to the experimental values.

Authors: V. P. Feshin and E. V. Feshina.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (6), pp 695-698

http://link.springer.com/article/10.1007/BF02251628