Tetrahedron

Photochemical reaction of 1-and 2-naphthalenecarbonitrile with some methylbenzenes

A Albini, S Spreti

Index: Albini, Angelo; Spreti, Silvia Tetrahedron, 1984 , vol. 40, # 15 p. 2975 - 2982

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Citation Number: 18

Abstract

1-and 2-Naphthalenecarbonitriles (1-and 2-NN) photochemically react with 1, 2, 4, 5,- tetramethylbenzene (4)(but not with lower homologues). The products are 1, 1'-(1, 2-ethane- diyl) bis-(2, 4, 5-trimethylbenzene)(5) and 3-hydroxy-1-naphthalenecarbontrile with 1-NN and 5 and 1, 2-dihydro-2-naphthalenecarbonitrile with 2-NN. The reaction involves electron transfer to the NN singlet excited state followed by proton transfer. 4-Methylbenzyl-(1- ...

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