title: Enantiodifferentiation in the Photoisomerization of (Z,Z)-1,3-Cyclooctadiene in the Cavity of γ-Cyclodextrin-Curcubit[6]uril-Wheeled [4]Rotaxanes with an Encapsulated Photosensitizer.
abstract: A biphenyl photosensitizer axle was implanted into the cavities of native and capped γ-cyclodextrins through rotaxanation using a cucubit[6]uril-templated azide-alkyne 1,3-dipolar cycloaddition, resulting in the construction of highly defined chiral binding/sensitizing sites. The orientation and interaction of the axle and capping moieties at the ground and excited states were interrogated by NMR, UV-vis, circular dichroism, and fluorescence spectroscopic studies. In situ photoisomerization of (Z,Z)-1,3-cyclooctadiene sensitized in the cavity of these [4]rotaxanes afforded (Z,E)-1,3-cyclooctadiene in up to 15.3% ee, which represents the highest level of enantiodifferentiation obtained to date for this supramolecular photochirogenesis.
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Yan
authors.forename: Qinfei
authors.initials: Q
authors.lastname: Huang
authors.affiliation: Institute of Environmental Sciences, Department of Chemistry, Shanxi University , Taiyuan 030006, China.
authors.forename: Wenting
authors.initials: W
authors.lastname: Liang
authors.forename: Xingke
authors.initials: X
authors.lastname: Yu
authors.affiliation: Comprehensive Analysis Center, ISIR, Osaka University , 8-1 Mihogaoka, Ibaraki Osaka 5670047, Japan.
authors.forename: Dayang
authors.initials: D
authors.lastname: Zhou
authors.forename: Wanhua
authors.initials: W
authors.lastname: Wu
authors.forename: Jason J
authors.initials: JJ
authors.lastname: Chruma
authors.forename: Cheng
authors.identifier: 0000-0002-2049-1324
authors.initials: C
authors.lastname: Yang