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- W2080221235 abstract "The photoreaction of 1,2-dicyanonaphthalene (7) with 2-methyl-1-propene (2) in acetonitrile gave a [3 + 2]adduct at the 1,8-position of the naphthalene ring of 7 with loss of hydrogen cyanide, a [2 + 2 + 2]adduct consisting of 7, 2 and acetonitrile, and a cyclobutene-fused derivative, while that in benzene afforded a [3 + 2]adduct without loss of hydrogen cyanide and the cyclobutene-fused derivative. Yields of the products largely depended on the composition of the acetonitrile–benzene mixed solvent. The results suggested a polar nature of the [2 + 2 + 2]addition and a less polar nature of the formation of the cyclobutene-fused derivative. A maximal total yield (32%) of the [3 + 2]adducts was obtained in solvents containing 20—30 volume percent of acetonitrile. [3 + 2]Photocycloadditions at the 1,8-position of the naphthalene ring of 7 were found to be general in the reactions with cyclopentene, styrene, 1,3-butadiene, and isoprene. No photoreactions with 1-hexene were observed, possibly due to the poor e..." @default.
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- W2080221235 date "1999-05-01" @default.
- W2080221235 modified "2023-10-18" @default.
- W2080221235 title "Photochemical Reactions of 1,2-Dicyanonaphthalene with Alkenes and Dienes" @default.
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- W2080221235 doi "https://doi.org/10.1246/bcsj.72.1101" @default.
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