4-[bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl]-1,3-dithiole-2-thione | 1340547-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-[bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl]-1,3-dithiole-2-thione
• CAS: 1340547-84-3
• 化学式: C₂₀H₂₆N₂S₃
• 分子量: 390.638
• InChiKey: VSOJKNGJLXCSSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl]-1,3-dithiole-2-thione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole–dipyrrin complexes and to fluorescent tetrathiafulvalene–BODIPY

  摘要：

  A series of meso-dithiole and tetrathiafulvalene (TTF) dipyrromethanes have been prepared via the reaction of the appropriate aldehyde with either pyrrole or 3-ethyl-2,4-dimethyl-pyrrole under acid catalysis. Oxidation to the corresponding meso-dithiole dipyrrins is reported together with the formation of the metal chelate complexes (M=Zn, Cu, Ni) as well as the meso-dithiole boron-dipyrromethene (BODIPY). The molecular structures of these metal (Cu, Ni) and boron complexes are presented and discussed. According to a similar strategy the meso-TTF BODIPY is prepared and its photophysical properties are presented and compared with those of the meso-dithiole BODIPY. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.019
• 作为产物：
  描述：

  2,4-二甲基-3-乙基吡咯 、 2-Thioxo-1,3-dithiol-4-carbaldehyd 在 三氟乙酸 作用下， 反应 0.33h， 以36%的产率得到4-[bis(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methyl]-1,3-dithiole-2-thione
  参考文献：
  名称：

  meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole–dipyrrin complexes and to fluorescent tetrathiafulvalene–BODIPY

  摘要：

  A series of meso-dithiole and tetrathiafulvalene (TTF) dipyrromethanes have been prepared via the reaction of the appropriate aldehyde with either pyrrole or 3-ethyl-2,4-dimethyl-pyrrole under acid catalysis. Oxidation to the corresponding meso-dithiole dipyrrins is reported together with the formation of the metal chelate complexes (M=Zn, Cu, Ni) as well as the meso-dithiole boron-dipyrromethene (BODIPY). The molecular structures of these metal (Cu, Ni) and boron complexes are presented and discussed. According to a similar strategy the meso-TTF BODIPY is prepared and its photophysical properties are presented and compared with those of the meso-dithiole BODIPY. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.019

文献信息

• meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole–dipyrrin complexes and to fluorescent tetrathiafulvalene–BODIPY
  作者：Kai-Ling Huang、Nathalie Bellec、Michel Guerro、Franck Camerel、Thierry Roisnel、Dominique Lorcy

  DOI：10.1016/j.tet.2011.09.019

  日期：2011.11

  A series of meso-dithiole and tetrathiafulvalene (TTF) dipyrromethanes have been prepared via the reaction of the appropriate aldehyde with either pyrrole or 3-ethyl-2,4-dimethyl-pyrrole under acid catalysis. Oxidation to the corresponding meso-dithiole dipyrrins is reported together with the formation of the metal chelate complexes (M=Zn, Cu, Ni) as well as the meso-dithiole boron-dipyrromethene (BODIPY). The molecular structures of these metal (Cu, Ni) and boron complexes are presented and discussed. According to a similar strategy the meso-TTF BODIPY is prepared and its photophysical properties are presented and compared with those of the meso-dithiole BODIPY. (C) 2011 Elsevier Ltd. All rights reserved.