2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazine | 1239266-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazine
• CAS: 1239266-93-3
• 化学式: C₄₄H₅₈N₈O₈S₁₂
• 分子量: 1211.79
• InChiKey: WTCUKBWVZJUNHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.27
• 重原子数：
  72.0
• 可旋转键数：
  32.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  182.76
• 氢给体数：
  2.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazine 在 zinc diacetate 作用下， 以 氯苯 为溶剂， 反应 5.0h， 以75%的产率得到{2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazinato} Zn (II)
  参考文献：
  名称：

  The synthesis and properties of unsymmetrical porphyrazines annulated with a tetrathiafulvalene bearing two tetraethylene glycol units

  摘要：

  A dicyano-tetrathiafulvalene precursor was prepared by the cross-coupling reaction of 4,5-dicyano-1,3-dithio1-2-one with 4,5-bis(3,6,9,12-tetraoxatridecylthio)-1,3-dithiol-2-thione. A Mg(II) template cyclization of the precursor with excess 2,3-bis(methylthio)maleonitrile gave the unsymmetrical magnesium porphyrazine, which was easily converted to the metal-free derivative by treatment with acetic acid in the dark. The metal-free porphyrazine was converted to the corresponding zinc porphyrazine in 75% yield. The products were fully characterized using spectroscopic data and elemental analysis. They were soluble in common organic solvents; solution electrochemical, UV-Vis and ESR data revealed that all porphyrazines formed an electron transfer complex with 7,7,8,8-tetracyanoquinodimethan and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.022
• 作为产物：
  描述：

  {2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazinato} Mg (II) 在 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以78%的产率得到2,3-[6,7-bis(2,5,8,11-tetraoxatridecan-13-ylthio)tetrathiafulvalene]porphyrazine
  参考文献：
  名称：

  The synthesis and properties of unsymmetrical porphyrazines annulated with a tetrathiafulvalene bearing two tetraethylene glycol units

  摘要：

  A dicyano-tetrathiafulvalene precursor was prepared by the cross-coupling reaction of 4,5-dicyano-1,3-dithio1-2-one with 4,5-bis(3,6,9,12-tetraoxatridecylthio)-1,3-dithiol-2-thione. A Mg(II) template cyclization of the precursor with excess 2,3-bis(methylthio)maleonitrile gave the unsymmetrical magnesium porphyrazine, which was easily converted to the metal-free derivative by treatment with acetic acid in the dark. The metal-free porphyrazine was converted to the corresponding zinc porphyrazine in 75% yield. The products were fully characterized using spectroscopic data and elemental analysis. They were soluble in common organic solvents; solution electrochemical, UV-Vis and ESR data revealed that all porphyrazines formed an electron transfer complex with 7,7,8,8-tetracyanoquinodimethan and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.022