N-(4-pyridyl)-5H-1,3-dithiolo[4,5-c]pyrrole-2-thione | 1214754-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(4-pyridyl)-5H-1,3-dithiolo[4,5-c]pyrrole-2-thione
• 英文别名: 5-Pyridin-4-yl-[1,3]dithiolo[4,5-c]pyrrole-2-thione
• CAS: 1214754-08-1
• 化学式: C₁₀H₆N₂S₃
• 分子量: 250.369
• InChiKey: XYHHMGPGARPXHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-pyridyl)-5H-1,3-dithiolo[4,5-c]pyrrole-2-thione 在 三甲氧基磷 作用下， 反应 4.0h， 以26%的产率得到bis-(N-(4-pyridyl)pyrrolo[3,4-d])tetrathiafulvalene
  参考文献：
  名称：

  A self-assembled bis(pyrrolo)tetrathiafulvalene-based redox active square

  摘要：

  通过一种新的关键双（吡咯）TTF 构建模块与铂（II）盐的配位驱动自组装，描述了一种具有氧化还原活性的π-捐赠分子方阵的合成和全面表征；该方阵的电化学行为与非相互作用双（吡咯）TTF 单元一致。

  DOI：

  10.1039/c0nj00545b
• 作为产物：
  描述：

  4-(diethoxymethyl)-5-((pyrid-4-ylamino)methyl)-1,3-dithiol-2-thione 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到N-(4-pyridyl)-5H-1,3-dithiolo[4,5-c]pyrrole-2-thione
  参考文献：
  名称：

  N-Aryl Pyrrolo-tetrathiafulvalene Based Ligands: Synthesis and Metal Coordination

  摘要：

  A straight forward general synthetic access to N-aryl-1,3-dithiolo[4,5-c]pyrrole-2-thione derivatives 6 from acetylenedicarbaldehyde monoacetal is depicted. In addition to their potentiality as precursors to dithioalkyl-pyrrole derivatives, thiones 6 are key building blocks to N-aryl monopyrrolotetrathiafulvalene (MPTTF) derivatives 10. X-ray structures of four of these thiones intermediates, reminiscent of the corresponding MPTTF derivatives, are provided. When the aryl group is it binding pyridyl unit, the MPTTF derivative 10a can coordinate M(II) salts (M = Pt, Pd). The first examples of metal-directed orthogonal MPTTF-based dimers 11-14, obtained through coordination of 10a to cis-blocked square planar Pt or Pd complexes are described. Studies on the parameters influencing the dimer construction are presented, as well its first recognition properties of the resulting electron-rich clip for C-60.

  DOI：

  10.1021/jo902529e

文献信息

• <i>N</i>-Aryl Pyrrolo-tetrathiafulvalene Based Ligands: Synthesis and Metal Coordination
  作者：Jean-Yves Balandier、Marcos Chas、Paul I. Dron、Sébastien Goeb、David Canevet、Ahmed Belyasmine、Magali Allain、Marc Sallé

  DOI：10.1021/jo902529e

  日期：2010.3.5

  A straight forward general synthetic access to N-aryl-1,3-dithiolo[4,5-c]pyrrole-2-thione derivatives 6 from acetylenedicarbaldehyde monoacetal is depicted. In addition to their potentiality as precursors to dithioalkyl-pyrrole derivatives, thiones 6 are key building blocks to N-aryl monopyrrolotetrathiafulvalene (MPTTF) derivatives 10. X-ray structures of four of these thiones intermediates, reminiscent of the corresponding MPTTF derivatives, are provided. When the aryl group is it binding pyridyl unit, the MPTTF derivative 10a can coordinate M(II) salts (M = Pt, Pd). The first examples of metal-directed orthogonal MPTTF-based dimers 11-14, obtained through coordination of 10a to cis-blocked square planar Pt or Pd complexes are described. Studies on the parameters influencing the dimer construction are presented, as well its first recognition properties of the resulting electron-rich clip for C-60.
• A self-assembled bis(pyrrolo)tetrathiafulvalene-based redox active square
  作者：Jean-Yves Balandier、Marcos Chas、Sébastien Goeb、Paul I. Dron、David Rondeau、Ahmed Belyasmine、Nuria Gallego、Marc Sallé

  DOI：10.1039/c0nj00545b

  日期：——

  The synthesis and full characterization of a redox-active π-donating molecular square is described, through coordination-driven self-assembly of a new key bis(pyrrolo)TTF building block with Pt(II) salts; the electrochemical behaviour of the square is consistent with noninteracting bis(pyrrolo)TTF units.

  通过一种新的关键双（吡咯）TTF 构建模块与铂（II）盐的配位驱动自组装，描述了一种具有氧化还原活性的π-捐赠分子方阵的合成和全面表征；该方阵的电化学行为与非相互作用双（吡咯）TTF 单元一致。