bis(2,4-dimethyl-5-formylpyrrole-3-yl)sulfide | 331463-17-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bis(2,4-dimethyl-5-formylpyrrole-3-yl)sulfide
• 英文别名: Bis(5-formyl-2,4-dimethylpyrrole-3-yl) sulfide；bis(5-formyl-2,4-dimethylpyrrol-3-yl) sulfide；4-[(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)sulfanyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde
• CAS: 331463-17-3
• 化学式: C₁₄H₁₆N₂O₂S
• 分子量: 276.359
• InChiKey: WMLMIYFJVFCRQY-UHFFFAOYSA-N

物化性质

• 沸点：
  415.0±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  91
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-ethyl-3,5-dimethyl-pyrrole-2-carboxylic acid tert-butyl ester 、 bis(2,4-dimethyl-5-formylpyrrole-3-yl)sulfide 在 氢溴酸 、 三氟乙酸 作用下， 以85%的产率得到bis(2,4,7,9-tetramethyl-3-ethyldipyrrin-8-yl)sulfide dihydrobromide salt
  参考文献：
  名称：

  Synthesis and self-assembly of novel tetra- and hexapyrroles containing dipyrrins linked by a sulfur bridge at the β-position

  摘要：

  Novel ligands containing two dipyrrin units linked by a sulfur bridge at the beta-position have been synthesized and used to prepare double-stranded helical metal complexes. A structure was confirmed by X-ray analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01958-5
• 作为产物：
  描述：

  3,5-二甲基-2-吡咯甲醛 在 二氯化硫 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以95%的产率得到bis(2,4-dimethyl-5-formylpyrrole-3-yl)sulfide
  参考文献：
  名称：

  Chen; Dolphin, Synthesis, 2001, # 1, p. 40 - 42

  摘要：

  DOI：

文献信息

• 3,3<i>'</i>-Dipyrrolyl sulfides, useful building blocks for the syntheses of macrocycles containing dipyrromethene units
  作者：Qingqi Chen、David Dolphin

  DOI：10.1139/v03-098

  日期：2003.9.1

  condensed with 5,5'-diformyl-3,3'-dipyrrolyl sulfide or 5,5'-diformyldipyrromethane under acidic conditions to produce, in high yields, macrocycles containing four dipyrromethene units. Key words: 3,3-dipyrrolyl sulfide, cyclopolypyrrole, dipyrromethene, macrocycle.

  5,5'-二羧基-3,3'-二吡咯基硫化物与 5,5'-二甲酰基-3,3'-二吡咯基硫化物或 5,5'-二甲酰基二吡咯甲烷在酸性条件下缩合，以高产率生产含有四个二吡咯亚甲基单元。关键词：3,3-二吡咯基硫醚，环聚吡咯，二吡咯亚甲基，大环。
• Fast, efficient syntheses of linear poly(dipyrromethene)s
  作者：Qingqi Chen、David Dolphin

  DOI：10.1139/v02-179

  日期：2002.12.1

  The synthesis of three octapyrrolic, 8–10, and four dodecapyrrolic, 15–18, oligomers is reported. They are linear poly(dipyrromethene)s and potential ligands as building blocks for supramolecular architectures through self-assembly. Octapyrrolic oligomers 8–10 were prepared in 90–95% yields by condensation of 2 equiv of a tripyrrolic compound 4 with 1 equiv of diformyldipyrrolic compounds 5–7. A similar procedure, involving the condensation of 2 equiv of a pentapyrrolic starting material 13 with 1 equiv of 5–7 or 14, was found to give rise to the corresponding dodecameric systems 15–18 in 41–56% yields.Key words: poly(dipyrromethene), linear polypyrroles, dipyrromethane, dipyrromethene.

  报道了三种八吡咯烷类（8-10）和四种十二吡咯烷类（15-18）寡聚体的合成。它们是线性聚（二吡咯甲烷）和潜在的配体，可作为超分子结构的构建模块通过自组装。通过将2当量的三吡咯化合物4与1当量的二甲酰二吡咯化合物5-7缩合，制备了八吡咯烷类寡聚体8-10，产率为90-95%。类似的程序涉及将2当量的五吡咯起始物质13与1当量的5-7或14缩合，发现可产生相应的十二聚体系统15-18，产率为41-56%。关键词：聚（二吡咯甲烷），线性聚吡咯，二吡咯甲烷，二吡咯乙烯。
• Chen; Dolphin, Synthesis, 2001, # 1, p. 40 - 42
  作者：Chen、Dolphin

  DOI：——

  日期：——
• Synthesis and self-assembly of novel tetra- and hexapyrroles containing dipyrrins linked by a sulfur bridge at the β-position
  作者：Qingqi Chen、Yongjun Zhang、David Dolphin

  DOI：10.1016/s0040-4039(02)01958-5

  日期：2002.11

  Novel ligands containing two dipyrrin units linked by a sulfur bridge at the beta-position have been synthesized and used to prepare double-stranded helical metal complexes. A structure was confirmed by X-ray analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.