3,11,15,17-Tetrathiatetracyclo[11.5.1.15,9.016,19]icosa-1(18),5(20),6,8,13,16(19)-hexaene-14,18-dicarboxylic acid | 908028-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 3,11,15,17-Tetrathiatetracyclo[11.5.1.15,9.016,19]icosa-1(18),5(20),6,8,13,16(19)-hexaene-14,18-dicarboxylic acid
• CAS: 908028-73-9
• 化学式: C₁₈H₁₄O₄S₄
• 分子量: 422.571
• InChiKey: ZOIUWPNELODEHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  182
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,11,15,17-Tetrathiatetracyclo[11.5.1.15,9.016,19]icosa-1(18),5(20),6,8,13,16(19)-hexaene-14,18-dicarboxylic acid 在 哌啶 、 喹啉 、 铜 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.17h， 生成 2-(3,11,15,17-Tetrathiatetracyclo[11.5.1.15,9.016,19]icosa-1(18),5(20),6,8,13,16(19)-hexaen-14-ylmethylidene)propanedinitrile
  参考文献：
  名称：

  Synthesis and structures of thieno[2,3-b]thiophene incorporated [3.3]dithiacyclophanes. Enhanced first hyperpolarizability in an unsymmetrically polarized cyclophane

  摘要：

  Dithiacyclophanes incorporating thieno[2,3-b]thiophene have been synthesized. in order to investigate the nonlinear optical properties of donor-acceptor cyclophane 7. Cyclophane 7 displayed significantly higher first hyperpolarizability beta (21.6 x 10(-30) esu) compared to model 10 (9.58 x 10(-30) esu). Relatively higher in 7 presumably arises from an extra electron redistribution arising from through-space charge transfer, a feature lacking in 10. Moreover. the thermal decomposition temperature of 7 (300 degrees C) is higher than that reported for the NLO prototype DAN (295 degrees C). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.098
• 作为产物：
  描述：

  1,3-苯二甲硫醇 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 3,11,15,17-Tetrathiatetracyclo[11.5.1.15,9.016,19]icosa-1(18),5(20),6,8,13,16(19)-hexaene-14,18-dicarboxylic acid
  参考文献：
  名称：

  Synthesis and structures of thieno[2,3-b]thiophene incorporated [3.3]dithiacyclophanes. Enhanced first hyperpolarizability in an unsymmetrically polarized cyclophane

  摘要：

  Dithiacyclophanes incorporating thieno[2,3-b]thiophene have been synthesized. in order to investigate the nonlinear optical properties of donor-acceptor cyclophane 7. Cyclophane 7 displayed significantly higher first hyperpolarizability beta (21.6 x 10(-30) esu) compared to model 10 (9.58 x 10(-30) esu). Relatively higher in 7 presumably arises from an extra electron redistribution arising from through-space charge transfer, a feature lacking in 10. Moreover. the thermal decomposition temperature of 7 (300 degrees C) is higher than that reported for the NLO prototype DAN (295 degrees C). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.098