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, Ching-Han Hu, Hon Man Lee, Ting Shen Kuo

Research output: Contribution to journalArticle

25 Citations (Scopus)

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 Jan 1

Fingerprint

Oligomerization
Spectroscopic analysis
Dimerization
Redox reactions
disulfides
Macromolecules
Disulfides
Capsules
Nuclear magnetic resonance
X rays
Oxidation
preparation
Molecules
spectroscopic analysis
capsules
dimerization
macromolecules
molecules
nuclear magnetic resonance
oxidation

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Horng, Yih-Chern ; Lin, Tzung Lung ; Tu, Cheng Yi ; Sung, Ting Ju ; Hsieh, Chang Chih ; Hu, Ching-Han ; Lee, Hon Man ; Kuo, Ting Shen. / Preparation of a reversible redox-controlled cage-type molecule linked by disulfide bonds. In: European Journal of Organic Chemistry. 2009 ; No. 10. pp. 1511-1514.
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Preparation of a reversible redox-controlled cage-type molecule linked by disulfide bonds. / Horng, Yih-Chern; Lin, Tzung Lung; Tu, Cheng Yi; Sung, Ting Ju; Hsieh, Chang Chih; Hu, Ching-Han; Lee, Hon Man; Kuo, Ting Shen.

In: European Journal of Organic Chemistry, No. 10, 01.01.2009, p. 1511-1514.

Research output: Contribution to journalArticle

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AU - Hu, Ching-Han

AU - Lee, Hon Man

AU - Kuo, Ting Shen

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