• Title/Summary/Keyword: 1,3-Dithiolane

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Synthesis of High Refractive Spiroheterocyclic Derivatives Through Thioacetalization of Multi-Carbonyl Compounds

  • Ye, Ji-Myoung;Maheswara, Muchchintala;Do, Jung-Yun
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2494-2498
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    • 2012
  • Preparation of several new spirocyclic mercapto derivatives is described. Thiol protection on multi-carbonyl compounds allows of high sulfur content necessary to induce high refractive index. Condensation of 1,3-dimercapto-2-propanol and cyclohexanone followed by successive oxidation and thioacetalization affords a dispirocycle with four sulfurs. Selective S,S-protection of cyclohexane-1,4-dione is achieved with 1,3-dimercapto-2-propanol and 2,3-dimercapto-1-propanol to provide dispirocycles with four sulfurs. Olefine-oxidation of norbornene gives a useful dialdehyde intermediate which is transformed to 1,3-dithiolane for a linearly-bound-cyclic molecule. Refractive index of linearly-bound-cycles was below 1.60 and dispirocycles exhibited high refractive index of 1.57-1.69.

Synthesis of Permeability-Controllable Polymerized Vesicles (투과도 조절용 고분자화된 Vesicles의 합성)

  • Shin, Jae-Sup
    • Applied Chemistry for Engineering
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    • v.2 no.1
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    • pp.64-69
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    • 1991
  • A lipid containing a 1, 2-dithiolane group was synthesized, and polymerized vesicle was prepared from the vesicle of this lipid by ring-opening polymerization. Reaction rate of the polymerization was monitored by UV absorption, and the results showed that it followed the first order kinetics and the rate constant $3.84{\times}10^{-2}min^{-1}$. Permeation rate of sucrose through the polymerized vesicle was $4.7{\times}10^{-8}cm\;hr^{-1}$, which is 1.5 times lower than that of monomeric analog.

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