3,10-dimethyl-4,11-di(3-cyanophenyl)-2,5,9,12-tetrathiaspiro[6.6]trideca-3,10-diene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,10-dimethyl-4,11-di(3-cyanophenyl)-2,5,9,12-tetrathiaspiro[6.6]trideca-3,10-diene
• 英文别名: 3-[4-(3-Cyanophenyl)-3,10-dimethyl-2,5,9,12-tetrathiaspiro[6.6]trideca-3,10-dien-11-yl]benzonitrile；3-[4-(3-cyanophenyl)-3,10-dimethyl-2,5,9,12-tetrathiaspiro[6.6]trideca-3,10-dien-11-yl]benzonitrile
• 化学式: C₂₅H₂₂N₂S₄
• 分子量: 478.727
• InChiKey: YTSLJYJNLXOQHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  戊赤藓四硫醇 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 14.5h， 生成 3,10-dimethyl-4,11-di(3-cyanophenyl)-2,5,9,12-tetrathiaspiro[6.6]trideca-3,10-diene
  参考文献：
  名称：

  Conformational Analysis of Spiro-bis-dithiepins:  A Peculiar Case of Axial Chirality

  摘要：

  Spiro-bis-dithiepins are synthesized via dehydrative ring expansion in alpha-hydroxyalkyl spiro-bis-dithianes. Atypical of spiranes possessing axial chirality, the two most stable conformers of substituted spiro-bis-dithiepin have virtually colinear double bonds; i.e., each enantiomer exists in a form of two energy degenerate syn and anti conformations. Because of the high polarizability of the vinyl sulfide moiety, spiro-bis-dithiepins bearing electron-withdrawing substituents offer access to two-state systems possessing large dipole moments, which can be modulated by conformational events.

  DOI：

  10.1021/ol062172s

文献信息

• Conformational Analysis of Spiro-bis-dithiepins:  A Peculiar Case of Axial Chirality
  作者：Edmir O. Wade、Roman A. Valiulin、Leslie A. Ruybal、Andrei G. Kutateladze

  DOI：10.1021/ol062172s

  日期：2006.10.1

  Spiro-bis-dithiepins are synthesized via dehydrative ring expansion in alpha-hydroxyalkyl spiro-bis-dithianes. Atypical of spiranes possessing axial chirality, the two most stable conformers of substituted spiro-bis-dithiepin have virtually colinear double bonds; i.e., each enantiomer exists in a form of two energy degenerate syn and anti conformations. Because of the high polarizability of the vinyl sulfide moiety, spiro-bis-dithiepins bearing electron-withdrawing substituents offer access to two-state systems possessing large dipole moments, which can be modulated by conformational events.