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

Ryo Maeda, Takehiko Wada, Tadashi Mori, Shigeyuki Kono, Nobuhiro Kanomata, Yoshihisa Inoue

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)10379-10381
Number of pages3
JournalJournal of the American Chemical Society
Volume133
Issue number27
DOIs
Publication statusPublished - 2011 Jul 13

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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