The photochemical nucleophile-olefin combination, aromatic substitution reaction (Part 2): methanol-cyclic olefins, 1, 4-dicyanobenzene

DR Arnold, MS Snow

Index: Arnold, Donald R.; Snow, Miles S. Canadian Journal of Chemistry, 1988 , vol. 66, p. 3012 - 3026

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Citation Number: 76

Abstract

Direct irradiation of acetonitrile-methanol (3: 1) solutions of 1, 4-dicyanobenzene and the cyclic olefins, cyclohexene, 1-methylcyclohexene, norbornene, and 2-methylnorbornene, leads to formation of regio-and stereoisomers of the 1: 1: 1 (alcohol: olefin: aromatic) adducts. This reaction can be photosensitized by electron transfer; addition of electron donors, biphenyl or phenanthrene, to the irradiation mixture generally increases the ...