%0 Journal Article
%T Cyclodextrin nanosponge-sensitized enantiodifferentiating photoisomerization of cyclooctene and 1,3-cyclooctadiene
%A Wenting Liang
%A Cheng Yang
%A Masaki Nishijima
%A Gaku Fukuhara
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.149
%X 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 ¦Â- or ¦Ã-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.
%K cyclodextrins
%K 1
%K 3-cyclooctadiene
%K cyclooctene
%K nanosponge
%K photochirogenesis
%K photoisomerization
%U http://dx.doi.org/10.3762/bjoc.8.149