1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4')}benzene | 1416057-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4')}benzene
• CAS: 1416057-23-2
• 化学式: C₂₂H₂₆S₄
• 分子量: 418.712
• InChiKey: LJLLNRPPYJRXIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  26.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4')}benzene 在 碘 作用下， 以 氯仿 为溶剂， 生成 1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4')}benzene
  参考文献：
  名称：

  Structural and theoretical study on the 1:2 addition complex of 1,2,4,5-bis{8′,11′-dithia[4.3.3]propella(3′,4′)}benzene with I2

  摘要：

  The crystal structure of the title compound, C22H26S4 center dot 2I(2), contains two centrosymmetric molecules of 1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4)}benzene, and four I-2 molecules in the unit cell of space group P2(1)/c. The cyclohexene rings adopt boat conformation, whereas tetrahydrothiophene rings have envelope conformation. The iodine molecules are linked to one type of the sulphur atoms of the propellane molecule by a charge-transfer bond, with S center dot center dot center dot I distance of 2.7844(12) and I-I = 2.8153(5) angstrom. The second type of symmetrically independent sulphur atoms are engaged in a weak interaction of C-H center dot center dot center dot S type with the H center dot center dot center dot S distance of 3.09(1) angstrom. The geometry optimisation of the crystal structure at the B3LYP level with MIDI! basis set gave good agreement with the experimental data (S center dot center dot center dot I distance of 2.754 and I-I = 2.923 angstrom). NBO analysis for the complex showed that the S center dot center dot center dot I interaction is due to charge transfer from the lone pair on the sulphur to the vacant sigma* orbital of the I-2 acceptor. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.07.052
• 作为产物：
  描述：

  1,2,3,4,5,6,7,8-octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)anthracene octamesylate 在 sodiumsulfide nonahydrate 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以13%的产率得到1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4')}benzene
  参考文献：
  名称：

  Structural and theoretical study on the 1:2 addition complex of 1,2,4,5-bis{8′,11′-dithia[4.3.3]propella(3′,4′)}benzene with I2

  摘要：

  The crystal structure of the title compound, C22H26S4 center dot 2I(2), contains two centrosymmetric molecules of 1,2,4,5-bis{8',11'-dithia[4.3.3]propella(3',4)}benzene, and four I-2 molecules in the unit cell of space group P2(1)/c. The cyclohexene rings adopt boat conformation, whereas tetrahydrothiophene rings have envelope conformation. The iodine molecules are linked to one type of the sulphur atoms of the propellane molecule by a charge-transfer bond, with S center dot center dot center dot I distance of 2.7844(12) and I-I = 2.8153(5) angstrom. The second type of symmetrically independent sulphur atoms are engaged in a weak interaction of C-H center dot center dot center dot S type with the H center dot center dot center dot S distance of 3.09(1) angstrom. The geometry optimisation of the crystal structure at the B3LYP level with MIDI! basis set gave good agreement with the experimental data (S center dot center dot center dot I distance of 2.754 and I-I = 2.923 angstrom). NBO analysis for the complex showed that the S center dot center dot center dot I interaction is due to charge transfer from the lone pair on the sulphur to the vacant sigma* orbital of the I-2 acceptor. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.07.052