期刊
ORGANIC LETTERS
卷 19, 期 4, 页码 898-901出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00057
关键词
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资金
- National Natural Science Foundation of China [21572142, 21372165, 21321061, 21402110, 21402129, 21372159]
- State Key Laboratory of Polymer Materials Engineering [sklpme2014-2-06]
- Comprehensive Training Platform of Specialized Laboratory, College of Chemistry, Sichuan University
A biphenyl photosensitizer axle was implanted into the cavities of native and capped gamma-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-cydooctadiene sensitized in the cavity of these [4]rotaxanes afforded (Z,E)-1,3-cydooctadiene in up to 15.3% ee, which represents the highest level of enantiodifferentiation obtained to date for this supramolecular photochirogenesis.
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