Ab Initio MO and Density Functional Theory Study of Substituent Effects on Electron Attachment to Benzyl Chlorides

Reductive cleavage of para-substituted benzyl chlorides 4-Y−C6H4CH2Cl (Y = NH2, MeO, Me, H, F, Cl, CF3, NO2) (1) and of C6F5CH2Cl (2) has been studied by MP2 and DFT methods. In contrast to the MP2 calculations, DFT calculations reveal the formation of radical anions from benzyl chlorides including...

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Published in:The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Molecules, spectroscopy, kinetics, environment, & general theory, 1999-12, Vol.103 (51), p.11469-11473
Main Authors: Dem'yanov, Piotr I, Myshakin, Eugene M, Boche, Gernot, Petrosyan, Valery S, Alekseiko, Leonid N
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description Reductive cleavage of para-substituted benzyl chlorides 4-Y−C6H4CH2Cl (Y = NH2, MeO, Me, H, F, Cl, CF3, NO2) (1) and of C6F5CH2Cl (2) has been studied by MP2 and DFT methods. In contrast to the MP2 calculations, DFT calculations reveal the formation of radical anions from benzyl chlorides including those bearing donor substituents. The calculations also show the possibility of the formation of complexes of benzyl radicals with the chloride anion along the path of the reductive cleavage.
doi_str_mv 10.1021/jp993043e
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title Ab Initio MO and Density Functional Theory Study of Substituent Effects on Electron Attachment to Benzyl Chlorides
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