Tetrahedron letters

Nitrophenyl ethers as possible photoaffinity labels. The nucleophilic aromatic photosubstitution revisited.

…, M Figueredo, J Marquet, M Moreno-Mañas, J Bertrán…

Index: Cervello, J.; Figueredo, M.; Marquet, J.; Moreno-Manas, M.; Bertran, J.; Lluch, J. M. Tetrahedron Letters, 1984 , vol. 25, # 37 p. 4147 - 4150

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Citation Number: 32

Abstract

Abstract The photoreactions of nitrophenyl ethers with simple primary and secondary amines show a remarkable nucleophile influence on the reaction orientation. Calculations indicate a change from charge controlled to frontier orbital controlled reactions moving from smaller to larger amines.