Preparation of a reversible redox-controlled cage-type molecule linked by disulfide bonds

Yih Chern Horng, Tzung Lung Lin, Cheng Yi Tu, Ting Ju Sung, Chang Chih Hsieh, Chfng Han Hu, Hon Man Lee, Ting Shen Kuo

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Abstract

A unique trithiol macromolecule, with an intrinsic conformational propensity for dimerization (cage) instead of oligomerization upon oxidation, was prepared straightforwardly through rational design. The quantitative conversion and the reversibility between the cage and trithiols through redox reactions were assayed by 1H NMR spectroscopic analysis. The X-ray structure of the synthesized cage-type molecule represents the first successful example of a redox-controlled reversible dimeric capsule linked through covalent disulfide bonds.

Original languageEnglish
Pages (from-to)1511-1514
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number10
DOIs
Publication statusPublished - 2009 Apr

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All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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