Photosubstitution-photoreduction mechanistic duality in the SET photoreactions of nitrophenyl ethers with amines. The role of the steps that follow the ET

M Mir, J Marquet, O Massot

Index: Mir, Miquel; Marquet, Jordi; Massot, Oriol Tetrahedron, 1999 , vol. 55, # 43 p. 12603 - 12614

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Citation Number: 9

Abstract

Nitrophenyl ethers are photoreduced by primary amines in water through a mechanism initiated by single electron transfer that is in direct competition with the single electron transfer photosubstitution mechanism (SNAr∗-SET). Our results indicate that the preferred pathway does not depend on the electron donor or proton donor ability of the amine. The key factor that determines the progress of the photoreaction is the structure of the carbon ...