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Geminal interaction and effect of “positive charge”

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Abstract

Quantum-chemical calculations of the molecules containing Cl-C-M group (M=C, N, O, F) were carried out using RHF/6-31G(d) and MP2/6-31+G(d) methods. The calculations are aimed at verifying concept on “positive charge” effect of the central atom of the group suggested as understanding of non-inductive effect of heteroatom M on the Cl (Y) atom in Y-Z-M moieties (geminal interaction). It is shown that C atom in such systems bears negative or small positive charge, and hence “positive charge” effect is excluded. The non-inductive effect originates from the polarization of Cl-C (Y-Z) bonds due to the influence of the charge on any M atom directly through space on any Y and Z.

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  1. Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, ul. Akad. Koroleva, 3, Perm, 614013, Russia

    V. P. Feshin

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Correspondence to V. P. Feshin.

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Original Russian Text © V.P. Feshin, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 5, pp. 766–770.

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Feshin, V.P. Geminal interaction and effect of “positive charge”. Russ J Gen Chem 78, 908–912 (2008). https://doi.org/10.1134/S1070363208050125

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