Literature DB >> 18154351

Highly efficient cucurbit[8]uril-templated intramolecular photocycloaddition of 2-naphthalene-labeled poly(ethylene glycol) in aqueous solution.

Xiao-Ling Wu1, Lin Luo, Lei Lei, Gui-Hong Liao, Li-Zhu Wu, Chen-Ho Tung.   

Abstract

The photodimerization of water-insoluble 2-naphthalene-labeled poly(ethyl glycol) (N-Pn-N) in cucurbit[8]uril (CB[8]) aqueous solution was investigated. UV-vis, fluorescence, and 1H NMR analysis reveal that CB[8] can encapsulate N-Pn-N to make a stable 1:1 inclusion complex N-Pn-N@CB[8] in aqueous solution. Irradiation of N-Pn-N in the CB[8] aqueous solution results in intramolecular photocycloaddition with remarkable selectivity and efficiency, whereas no photodimer could be detected in host-free solution.

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Year:  2007        PMID: 18154351     DOI: 10.1021/jo701998e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Encapsulation of alkyl and aryl derivatives of quaternary ammonium cations within cucurbit[n]uril (n = 6,7) and their inverted diastereomers: density functional investigations.

Authors:  Ishita A Raja; Vivekanand V Gobre; Rahul V Pinjari; Shridhar P Gejji
Journal:  J Mol Model       Date:  2014-02-25       Impact factor: 1.810

2.  Effects of anion complexation on the photoreactivity of bisureido- and bisthioureido-substituted dibenzobarrelene derivatives.

Authors:  Heiko Ihmels; Jia Luo
Journal:  Beilstein J Org Chem       Date:  2011-03-04       Impact factor: 2.883

3.  Controllable photomechanical bending of metal-organic rotaxane crystals facilitated by regioselective confined-space photodimerization.

Authors:  Jun-Shan Geng; Lei Mei; Yuan-Yuan Liang; Li-Yong Yuan; Ji-Pan Yu; Kong-Qiu Hu; Li-Hua Yuan; Wen Feng; Zhi-Fang Chai; Wei-Qun Shi
Journal:  Nat Commun       Date:  2022-04-19       Impact factor: 17.694

4.  Host-guest complexation of cucurbit[8]uril with two enantiomers.

Authors:  Zhong-Zheng Gao; Rui-Lian Lin; Dong Bai; Zhu Tao; Jing-Xin Liu; Xin Xiao
Journal:  Sci Rep       Date:  2017-03-16       Impact factor: 4.379

  4 in total

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