Planar-to-planar chirality transfer in the excited state. enantiodifferentiating photoisomerization of cyclooctenes sensitized by planar-chiral paracyclophane

…, T Wada, T Mori, S Kono, N Kanomata…

文献索引：Maeda, Ryo; Wada, Takehiko; Mori, Tadashi; Kono, Shigeyuki; Kanomata, Nobuhiro; Inoue, Yoshihisa Journal of the American Chemical Society, 2011 , vol. 133, # 27 p. 10379 - 10381

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被引用次数: 16

摘要

Photochemical planar-to-planar chirality transfer was effected by using (R)-[10] paracyclophane-12-carboxylates as a planar-chiral sensitizer and (Z)-cyclooctene and (Z, Z)- 1, 5-cyclooctadiene as prochiral substrates to give a planar-chiral (E)-and (E, Z)-isomer in up to 44% and 87% enantiomeric excess, respectively, the latter of which being the highest ever reported for a sensitized photochirogenic reaction.