5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol | 297749-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol
• 英文别名: O-[[5,11,17,23-tetratert-butyl-27-(dimethylcarbamothioyloxy)-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]] N,N-dimethylcarbamothioate
• CAS: 297749-65-6
• 化学式: C₅₀H₆₆N₂O₄S₂
• 分子量: 823.217
• InChiKey: QRZSGKXAGKKTQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  58
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成
  参考文献：
  名称：

  Mercaptocalixarenes as Mercury(II) Extractors: Synthesis, Structural Analysis and Extraction Properties of Lipophilic Dimercaptocalix[4]arenes

  摘要：

  DOI：

  10.1002/1099-0682(200007)2000:7<1503::aid-ejic1503>3.0.co;2-6
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 、 二甲氨基硫代甲酰氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以48%的产率得到5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol
  参考文献：
  名称：

  合成和结构研究p -叔丁基- 1,3-二羟基-2,4- disulfanylcalix [4]芳烃和其汞复杂

  摘要：

  汞的反应（II）乙酸乙酯与p -叔丁基- 1,3-二羟基-2,4- disulfanylcalix [4]芳烃，通过高效率的合成从开始获得p -叔-butylcalix [4]芳烃，导致一种单核络合物，其中的Hg离子与两个芳硫醇酸酯基团线性配位。

  DOI：

  10.1039/c39950000609

文献信息

• Syntheses and Conformations of the p-tert-Butylcalix[4]arenethiols
  作者：Charles G. Gibbs、P. K. Sujeeth、Janet S. Rogers、George G. Stanley、Mariusz Krawiec、William H. Watson、C. David Gutsche

  DOI：10.1021/jo00131a014

  日期：1995.12

  The reaction of dimethyl(thiocarbamoyl) chloride with p-tert-butylcalix[4]arene under various conditions yields mixtures from which most of the conformers of the mono-, bis-, tris-, and tetrakis(dimethyl(thiocarbamoyl))oxy compounds have been isolated and purified. Thermal rearrangement of these compounds produces the (dimethylcarbamoyl)thio compounds which, upon reduction with LiAlH4, afford the tetrathiol 14, the trithiol 16, the 1,3-dithiol 21, and the monothiol24. X-ray crystallographic structure determinations and variable-temperature H-1 NMR studies show that the tetrathiol exists as an immobile 1,3-alternate conformer, the trithiol as a semimobile partial cone/1,3-alternate conformer, the 1,3-dithiol as a mobile flattened cone conformer; and the monothiol as a mobile cone conformer. Although the tetrakis(( dimethylcarbamoyl)thio) compound exists in three noninterconverting forms comprising the 1,2-alternate 13, partial cone 18, and 1,3-alternate 19 conformers, all three yield the same tetrathiol 14 upon reduction. Similarly, the syn 22 and anti 20 conformers of the 1,3-bis((dimethylcarbamoyl)thio) compound yield the same dithiol 21. Molecular mechanics calculations for each of the conformers of the mono-, 1,3-di-, tri-, and tetrathiols show general agreement with the X-ray data.