2-[[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-methyl-1,3-dithiol-4-yl]-(1H-pyrrol-2-yl)methyl]-1H-pyrrole | 1340547-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-[[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-methyl-1,3-dithiol-4-yl]-(1H-pyrrol-2-yl)methyl]-1H-pyrrole
• CAS: 1340547-91-2
• 化学式: C₁₈H₁₈N₂S₄
• 分子量: 390.618
• InChiKey: DDHWKTHIPQNJON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吡咯 、 4',5,5'-trimethyl-[2,2'-bi(1,3-dithiolylidene)]-4-carbaldehyde 在 三氟乙酸 作用下， 反应 0.17h， 生成 2-[[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-methyl-1,3-dithiol-4-yl]-(1H-pyrrol-3-yl)methyl]-1H-pyrrole 、 2-[[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-methyl-1,3-dithiol-4-yl]-(1H-pyrrol-2-yl)methyl]-1H-pyrrole
  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.