Regioselectivity of nucleophilic aromatic photosubstitution in the biphenyl series. Photohydrolysis of some dimethoxynitrobiphenyls

…, P Kuzmič, D Šaman, M Souček

Index: Urban, Jan; Kuzmic, Petr; Saman, David; Soucek, Milan Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 10 p. 2482 - 2491

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Citation Number: 3

Abstract

Abstract Anaerobic photolysis of dimethoxynitrobiphenyls IIIa-VIa in aqueous alkaline tert- butanol gave products of nucleophilic photosubstitution of methoxyl by hydroxide anion, while the dimethoxybiphenyls Ia and IIa were found unreactive. Regioselectivity of the reaction was examined in view of a possible “extended meta activation” by the nitro group. The most reactive substrate IIIa gives both C-3 and C-4 substitution products with an ...