2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol | 1393349-15-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol
• CAS: 1393349-15-9
• 化学式: C₁₂H₈O₂S₆
• 分子量: 376.59
• InChiKey: YIEQXOZUIKYYER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  192
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol 在 四丁基溴化铵 作用下， 以 氯苯 、 乙腈 为溶剂， 反应 168.0h， 生成
  参考文献：
  名称：

  Synthesis and properties of catechol-fused tetrathiafulvalene derivatives and their hydrogen-bonded conductive charge-transfer salts

  摘要：

  Catechol-fused tetrathiafulvalene (TIT) derivatives have been designed and synthesized as a new type of pi-electron donor molecules having two phenolic hydroxyl groups. Cyclic voltammetry measurements and quantum chemical calculations demonstrated the electronic effect of the direct fusion of the catechol unit to the TTF pi-skeleton. In the charge-transfer (CT) salts with bromide or chloride anions, a one-dimensional hydrogen-bonded chain was formed by the intermolecular OH center dot center dot center dot X network between the catechol moieties and the halide anions. The slight dissimilarity of the hydrogen-bond distances for the two CT salts gave rise to the significant differences in their overall molecular arrangements and intermolecular interactions as well as the electrical resistivities. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.020
• 作为产物：
  描述：

  1,2-二(苄氧基)-4,5-二溴苯 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 丁硫醇 、 三氟化硼乙醚 、 四丁基氟化铵 、 sodium methylate 、 溶剂黄146 、 三乙胺 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 63.0h， 生成 2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol
  参考文献：
  名称：

  Synthesis and properties of catechol-fused tetrathiafulvalene derivatives and their hydrogen-bonded conductive charge-transfer salts

  摘要：

  Catechol-fused tetrathiafulvalene (TIT) derivatives have been designed and synthesized as a new type of pi-electron donor molecules having two phenolic hydroxyl groups. Cyclic voltammetry measurements and quantum chemical calculations demonstrated the electronic effect of the direct fusion of the catechol unit to the TTF pi-skeleton. In the charge-transfer (CT) salts with bromide or chloride anions, a one-dimensional hydrogen-bonded chain was formed by the intermolecular OH center dot center dot center dot X network between the catechol moieties and the halide anions. The slight dissimilarity of the hydrogen-bond distances for the two CT salts gave rise to the significant differences in their overall molecular arrangements and intermolecular interactions as well as the electrical resistivities. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.020

文献信息

• Synthesis and properties of catechol-fused tetrathiafulvalene derivatives and their hydrogen-bonded conductive charge-transfer salts
  作者：Hiromichi Kamo、Akira Ueda、Takayuki Isono、Kazuyuki Takahashi、Hatsumi Mori

  DOI：10.1016/j.tetlet.2012.06.020

  日期：2012.8

  Catechol-fused tetrathiafulvalene (TIT) derivatives have been designed and synthesized as a new type of pi-electron donor molecules having two phenolic hydroxyl groups. Cyclic voltammetry measurements and quantum chemical calculations demonstrated the electronic effect of the direct fusion of the catechol unit to the TTF pi-skeleton. In the charge-transfer (CT) salts with bromide or chloride anions, a one-dimensional hydrogen-bonded chain was formed by the intermolecular OH center dot center dot center dot X network between the catechol moieties and the halide anions. The slight dissimilarity of the hydrogen-bond distances for the two CT salts gave rise to the significant differences in their overall molecular arrangements and intermolecular interactions as well as the electrical resistivities. (c) 2012 Elsevier Ltd. All rights reserved.