PHOTOSUBSTITUTION OF METHOXYPHENYL PHOSPHATES
- 1 December 1993
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 85 (1-4) , 141-148
- https://doi.org/10.1080/10426509308038192
Abstract
Photosubstitution of diethyl methoxyphenyl phosphate with some nucleophiles (Cl−, Br−, CN−) in methanol gave the corresponding 4-chloro-, 4-bromo-, and 4-cyanomethoxybenzenes through a singlet excited state. In acidic media, the reaction was accelerated. Upon further irradiation, halo-substituted methoxybenene underwent dehalogenation to give methoxybenzene. Methoxybenzene also formed directly through the homolytic PO-Ar bond cleavage. The order of reactivities of the isomers of the phosphate was 4->2->3-methoxyphenyl derivatives.Keywords
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