Cyclodextrin nanosponge-sensitized enantiodifferentiating photoisomerization of cyclooctene and 1,3-cyclooctadiene

نویسندگان

  • Wenting Liang
  • Cheng Yang
  • Masaki Nishijima
  • Gaku Fukuhara
  • Tadashi Mori
  • Andrea Mele
  • Franca Castiglione
  • Fabrizio Caldera
  • Francesco Trotta
  • Yoshihisa Inoue
چکیده

Enantiodifferentiating geometrical photoisomerizations of (Z)-cyclooctene and (Z,Z)-1,3-cyclooctadiene were performed by using the pyromellitate-linked cyclodextrin network polymer, termed "cyclodextrin nanosponge (CDNS)", as a supramolecular sensitizing host. The photochirogenic behavior of the nanosponges incorporating β- or γ-cyclodextrin was significantly different from that reported for the conventional sensitizer-appended monomeric cyclodextrins, affording chiral (E)-cyclooctene and (E,Z)-cyclooctadiene in enantiomeric excesses critically dependent on the solution pH and solvent composition employed, revealing the active roles of chiral void spaces of CDNS in the photochirogenic reaction.

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عنوان ژورنال:

دوره 8  شماره 

صفحات  -

تاریخ انتشار 2012