Substituent effects in aromatic photochemistry. UV irradiation of 3, 4-dimethoxybenzonitrile and 3, 4-dimethoxyacetophenone in the presence of inorganic anions

P Kuzmič, M Souček

Index: Kuzmic, Petr; Soucek, Milan Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 4 p. 980 - 988

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Citation Number: 3

Abstract

Abstract Ultraviolet photolysis of 3, 4-dimethoxybenzonitrile (Ia) and 3, 4- dimethoxyacetophenone (IIa) in the presence of the hydroxide or cyanide anion leads to nucleophilic displacement of either the para or the meta methoxy substituent. The ratio of isomeric photoproducts is dependent upon the nature of the nucleophile. Photoreactions with the OH-anion lead exclusively to the substitution at C-3. On the other hand, both ...