Supramolecular photochirogenesis in sensitizing chiral nanopore: Enantiodifferentiating photoisomerization of (Z)-cyclooctene included and sensitized by POST-1

Yunyan Gao, Takehiko Wada, Kwangsuk Yang, Kimoon Kim, Yoshihisa Inoue

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

By using homochiral mesoporous POST-1 (Scheme 1) as an inherently chiral sensitizing host, supramolecular enantiodifferentiating photoisomerizations of (Z)-cyclooctene (1Z) were performed for the first time to examine the sensitizing ability of the chiral nanopores, walls of which are decorated with pyridine chromophore. The homochiral nanopores of POST-1 crystals were demonstrated to function as an effective chiral-sensitizing cavity to give the optically active (E)-isomer 1E in up to 5% enantiomeric excess (ee), thus expanding the scope of porous material-mediated chirogenesis to both ground and excited electronic states.

Original languageEnglish
JournalChirality
Volume17
Issue numberSUPPL.
DOIs
Publication statusPublished - 2005 Jul 21
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Chiral photochemistry
  • Homochiral material
  • Metal-organic porous materials
  • Photosensitization
  • Sensitizing host

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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