dithia[3.3]metacyclo(3,4)thienothio-phenophane-2,5-diethylester | 908028-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: dithia[3.3]metacyclo(3,4)thienothio-phenophane-2,5-diethylester
• 英文别名: Diethyl 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-dicarboxylate
• CAS: 908028-72-8
• 化学式: C₂₂H₂₂O₄S₄
• 分子量: 478.678
• InChiKey: ANDHCEUZXKHIJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  160
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dithia[3.3]metacyclo(3,4)thienothio-phenophane-2,5-diethylester 在 喹啉 、 氢氧化钾 、 铜 、 三氯氧磷 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 8.17h， 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-carbaldehyde
  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：

  3,4-二甲基(2,3-b)-噻吩-2,5-二羧酸二乙酯 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 dithia[3.3]metacyclo(3,4)thienothio-phenophane-2,5-diethylester
  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