INTERACTION OF THE ATOMS IN MOLECULES OF PYRIDINE AND ITS DERIVATIVES ACCORDING TO THE RESULTS OF <i>ab initio</i> CALCULATIONS
DOI:
https://doi.org/10.1007/7744Keywords:
pyridine and its 2-, 3-, and 4-substituted derivatives, charges on atoms, occupancy of atomic orbitals, molecular orbitals, nonempirical quantum chemical calculations, p, π-conjugationAbstract
Nonempirical quantum-chemical calculations of pyridine and its 2-, 3-, and 4-X-substituted derivatives (X = F, Cl, Br, Me, and Et) by RHF/6-311G(d) and MP2/6-311G(d) methods indicate an alternation of charges on the atoms of the pyridine ring and of the occupancy of their valence py-orbitals. This is caused by the polarization of bonds under the action of the charges of the atoms geminal to C(n). Bonding molecular orbitals in these molecules, formed as a result of the py-orbitals, occurring in the plane of the pyridine ring, are not an indication (characteristic) of p,π-conjugation between the unshared electron pair of the heteroatom of a substituent X and the π-electron system of the ring. The results of the calculations by these methods did not differ in principle.How to Cite
Feshin, V. P.; Feshina, E. V.; Zhizhina, L. I. Chem. Heterocycl. Compd. 2006, 42, 1435. [Khim. Geterotsikl. Soedin. 2006, 1671.]
For this article in the English edition see DOI 10.1007/s10593-006-0260-6
