Photoaddition of Tertiary Amines to 2-Cyclopentylidenecyclopentanone

作者: Tian-Chyuan Huang , Tong-Ing Ho

DOI: 10.1002/JCCS.199300087

关键词:

摘要: Photochemical reactions of 2-cyclopentylidenecyclopentanone with diisopropylmethylamine, diisopropylethylamine, dimethylaniline, triethylamine, isopropyldimethylamine and dimethylbutylamine in acetonitrile were studied. Besides the addition product, a novel 3+2 cycloaddition adduct 3a-hydroxytrispiro(octahydropentalene-1,1′:2,1″:3,1‴-triscyclopentane)-2‴-one was isolated. The quantum yield Stern-Volmer parameters triplet quencher piperylene are reported. From these kinetic studies mechanism photo-induced electron transfer proton is proposed for formation cycloadduct 2-cyclopentylidenecyclopentanone.

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