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

Autor: Wenting Liang, Cheng Yang, Masaki Nishijima, Gaku Fukuhara, Tadashi Mori, Andrea Mele, Franca Castiglione, Fabrizio Caldera, Francesco Trotta, Yoshihisa Inoue
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 8, Iss 1, Pp 1305-1311 (2012)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.149
Popis: 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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