Substituent effect on the type of molecular orbital occupied by additional electron at electrochemical reduction of para-substituted halobenzenes

Substituent effect on the type of molecular orbital occupied by additional electron at electrochemical reduction of para-substituted halobenzenes Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 1998, Volume: 34, Number: 11, Pages: 1579-1588 Pages count : 10

Authors

Vasil'eva N.V. ¹ , Starichenko V.F. ¹ , Shchegoleva L.N. ¹

Affiliations

1	(Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russian Federation

The effect of substituents on reduction potentials of para-substituted halobenzenes was compared with that for the corresponding nitrobenzenes, and the effect of substituents on E1/2 value in the series of substituted halobenzenes was analyzed in the framework of Hammett equation. A conclusion drawn there-from permits a statement that at electrochemical reduction of p-iodonitrobenzene, para-substituted bromo and chlorobenzenes with electron-acceptor substituents the additional electron occupies the vacant π-molecular orbital, and in all the other substituted iodobenzenes and also in para-substituted bromobenzenes containing electron-donating substituents the additional electron occupies σ*(C-Hlg) molecular orbital. ©1998 MAHK "Hayka/Interperiodica".

Vasil'eva N.V. , Starichenko V.F. , Shchegoleva L.N.
Substituent effect on the type of molecular orbital occupied by additional electron at electrochemical reduction of para-substituted halobenzenes
Russian Journal of Organic Chemistry. 1998. V.34. N11. P.1579-1588. Scopus РИНЦ

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