One-Electron Oxidation of Aceanthracene and 9-Methylaceanthracene

Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (3): 380.

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One-Electron Oxidation of Aceanthracene and 9-Methylaceanthracene

LI Zhao-Zhao¹, Laren M. Tolbert²

1. Department of Chemistry, Fujian Normal University, Fuzhou 350007;
2. School of Chem. and Biochem., Georgia Institute of Technology, Atlanta, GA 30332, U.S.A.

Received:1994-03-04 Revised:1994-10-19 Online:1995-03-24 Published:1995-03-24

Abstract

Abstract: The oxidation of aceanthracene and 9-methylaceanthracene by pyridine/iodine in chloroform was studied.During the initial electron transfer,the radical cation of aceanthracene underwent predominantly deprotonation of ethylene,less nucleophilic attack by pyridine.The crystal structure of aceanthracene-pyridinium adduct was determined by X-ray diffraction method.In the case of 9-methylaceanthracene,deprotonation leading to sidechain oxidation was the sole procedure.Deprotonation of ethylene was much more rapid than that of methyl. No trace ring-oxidation is observed.

Key words: Aceanthracene, 9-Methylaceanthracene, Oxidation

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LI Zhao-Zhao, Laren M. Tolbert. One-Electron Oxidation of Aceanthracene and 9-Methylaceanthracene[J]. Chem. J. Chinese Universities, 1995, 16(3): 380.

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One-Electron Oxidation of Aceanthracene and 9-Methylaceanthracene

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