4,4',7,7'-tetrabutyl-[2,2'-bibenzo[d][1,3]dithiolylidene]-5,5',6,6'-tetracarbonitrile | 1105692-46-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,4',7,7'-tetrabutyl-[2,2'-bibenzo[d][1,3]dithiolylidene]-5,5',6,6'-tetracarbonitrile
• 英文别名: 4,4’,7,7’-tetrabutyl-5,5’,6,6’-tetracyano-2,2’-bis(benzo-1,3-dithiol-2-ylidene)
• CAS: 1105692-46-3
• 化学式: C₃₄H₃₆N₄S₄
• 分子量: 628.951
• InChiKey: STSWVXSLWFPOAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.77
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  95.16
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4,5-bis(2,6-dimethylphenoxy)phthalonitrile 、 4,4',7,7'-tetrabutyl-[2,2'-bibenzo[d][1,3]dithiolylidene]-5,5',6,6'-tetracarbonitrile 在 lithium 、 正己醇 作用下， 反应 3.0h， 以2%的产率得到32,38-Dibutyl-35-[32,38-dibutyl-6,7,15,16,24,25-hexakis(2,6-dimethylphenoxy)-34,36-dithia-2,11,20,29,40,41,42,43-octazadecacyclo[28.9.1.13,10.112,19.121,28.04,9.013,18.022,27.031,39.033,37]tritetraconta-1,3(43),4,6,8,10,12,14,16,18,21(41),22,24,26,28,30(40),31,33(37),38-nonadecaen-35-ylidene]-6,7,15,16,24,25-hexakis(2,6-dimethylphenoxy)-34,36-dithia-2,11,20,29,40,41,42,43-octazadecacyclo[28.9.1.13,10.112,19.121,28.04,9.013,18.022,27.031,39.033,37]tritetraconta-1,3(43),4,6,8,10,12,14,16,18,21(41),22,24,26,28,30(40),31,33(37),38-nonadecaene
  参考文献：
  名称：

  TTF单元连接的二酞菁的制备及其光学和电化学性能

  摘要：

  4,4',7,7 '-Tetrabuty1-5,5',6,6'-tetracyano-2,2'-bis(benzo-1,3-dithio12-ylidene) (3-Bu) was prepared and mixed with 4,5-bis(2,6-dimethylphenoxy)-phthalonitrile (4), which was treated with lithium alkoxide at 120 C to produce diphthalocyanine linked with a TTF unit. The structure of the product was determined by NMR and MALDI-TOF-MS. The optical and electrochemical properties were examined by UV-vis spectra and cyclic voltammetry.

  DOI：

  10.3987/com-16-s(s)55
• 作为产物：
  描述：

  4,7-dibutyl-5,6-dicyanobenzo-1,3-dithiol-2-one 在 亚磷酸三乙酯 作用下， 反应 3.0h， 以301.6 mg的产率得到4,4',7,7'-tetrabutyl-[2,2'-bibenzo[d][1,3]dithiolylidene]-5,5',6,6'-tetracarbonitrile
  参考文献：
  名称：

  TTF单元连接的二酞菁的制备及其光学和电化学性能

  摘要：

  4,4',7,7 '-Tetrabuty1-5,5',6,6'-tetracyano-2,2'-bis(benzo-1,3-dithio12-ylidene) (3-Bu) was prepared and mixed with 4,5-bis(2,6-dimethylphenoxy)-phthalonitrile (4), which was treated with lithium alkoxide at 120 C to produce diphthalocyanine linked with a TTF unit. The structure of the product was determined by NMR and MALDI-TOF-MS. The optical and electrochemical properties were examined by UV-vis spectra and cyclic voltammetry.

  DOI：

  10.3987/com-16-s(s)55

文献信息

• Preparation and electrochemical and optical properties of α-octaalkylphthalocyanines with four fused TTF units
  作者：Takeshi Kimura、Toshiharu Namauo、Kaori Amano、Nobuhiro Takahashi、Yutaka Takaguchi、Tomonori Hoshi、Nagao Kobayashi

  DOI：10.1142/s1088424611003288

  日期：2011.7

  NMR, FAB MS, and MALDI TOF MS. The 1H NMR measurement was performed in chloroform-d at around 55 °C because of their higher aggregative property. Electrochemical and optical properties of 8a and 8b were examined by cyclic voltammetry and UV-vis and MCD spectroscopy. Molecular orbital calculations succeeded in reproducing the observed absorption spectrum of tetrakis(tetrathiafulvaleno)phthalocyanine.

  3,6-二烷基邻苯二甲腈 (6a) 和 (6b) 在 4,5 位具有稠合 TTF 单元，由二烷基四溴苯通过五步反应（烷基：丁基和辛基）制备。化合物 6a 和 6b 在正己醇中在 120 °C 下用锂处理 3 小时，分别产生 α-八烷基四（四硫富瓦烯）酞菁（8a）和（8b）。产品结构由以下决定1H NMR、FAB MS 和 MALDI TOF MS。这1H NMR 测量是在大约 55°C 的氯仿-d 中进行的，因为它们具有更高的聚集性。8a 和8b 的电化学和光学性质通过循环伏安法和UV-vis 和MCD 光谱法进行了检测。分子轨道计算成功地再现了观察到的四（四硫富瓦烯）酞菁吸收光谱。
• Preparation and Electrochemical Property of Octabutylphthalocyanine Fused with Four TTF Units
  作者：Takeshi Kimura、Dai Watanabe、Toshiharu Namauo

  DOI：10.3987/com-08-s(n)75

  日期：——

  3,6-Dibutylphthalonitrile (3) fused with a TTF unit was prepared and treated with lithium in n-pentanol to produce octabutyltetrakis(tetrathiafulvaleno)phthalocyanine (5). The structure of the product was determined by 1 H NMR and FAB MS. Electrochemical and optical properties of compound (5) were estimated by cyclic voltammetry and UV-vis spectroscopy.

  制备了与 TTF 单元稠合的 3,6-二丁基邻苯二甲腈 (3)，并在正戊醇中用锂处理以生产八丁基四(四硫富瓦烯)酞菁 (5)。产物的结构通过 1 H NMR和FAB MS确定。化合物 (5) 的电化学和光学性质通过循环伏安法和紫外-可见分光光度法进行评估。