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

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. Chirality 17:S19–S23, 2005. © 2005 Wiley‐Liss, Inc.