4-(4-((E)-2,5-bis((S)-2-methylbutoxy)-4-((E)-3,4,5-tris(octyloxy)styryl)styryl)-2,5-bis((S)-2-methylbutoxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole | 1214273-46-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-(4-((E)-2,5-bis((S)-2-methylbutoxy)-4-((E)-3,4,5-tris(octyloxy)styryl)styryl)-2,5-bis((S)-2-methylbutoxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole
• CAS: 1214273-46-7
• 化学式: C₇₄H₁₀₉NO₇S₂
• 分子量: 1188.81
• InChiKey: RMPDUBRZDXLWQP-RIXRLZSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.17
• 重原子数：
  84.0
• 可旋转键数：
  45.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  69.54
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-(4-((E)-2,5-bis((S)-2-methylbutoxy)-4-((E)-3,4,5-tris(octyloxy)styryl)styryl)-2,5-bis((S)-2-methylbutoxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 1.25h， 以76%的产率得到4-(4-((E)-2,5-bis((S)-2-methylbutoxy)-4-((E)-3,4,5-tris(octyloxy)styryl)styryl)-2,5-bis((S)-2-methylbutoxy)phenyl)-2,6-dibromo-4H-dithieno[3,2-b:2',3'-d]pyrrole
  参考文献：
  名称：

  Steering the Conformation and Chiroptical Properties of Poly(dithienopyrrole)s Substituted with Chiral OPV Side Chains.

  摘要：

  This manuscript discusses the conformation and chiroptical properties of poly(dithienopyrrole)s (PDTPs), Substituted with oligo(phenylenevinylene) (OPV) side chains and the influence of the substitution of the OPV moiety on these features. The OPV side chains were equipped with gallic acid moieties in order to promote the formation of a helical conformation in poor solvents. The polymers were prepared by Stille-couplings and characterized by GPC and NMR, UV-vis, CID, and emission spectroscopy. It was found that OPV-PDTPs, solely equipped with (chiral) alkyl groups at the terminal gallic acid group, show a very strong tendency to adopt a helical conformation, but no resolution or the mixture of helices and therefore no chiral expression. Additional substitution of the allows for a discrimination of the mixture of lielical senses. In this way, the OPV side chains can bechirally organized by the helical PDTP backbone. Substitution of the OPV in a-position, however, sterically excludes the possibility to adopt a helical conformation, but results in a lamellar supramolecular Structure in poor solvents. The macromolecular behavior is explained in terms of space confinement and sieric hindrance in the respective Structures.

  DOI：

  10.1021/ma902762z
• 作为产物：
  描述：

  2,5-二羟基苯甲醛 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(ll) sulfate pentahydrate 、 乙酸酐 、 sodium hydride 、 tin(ll) chloride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 73.5h， 生成 4-(4-((E)-2,5-bis((S)-2-methylbutoxy)-4-((E)-3,4,5-tris(octyloxy)styryl)styryl)-2,5-bis((S)-2-methylbutoxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole
  参考文献：
  名称：

  Steering the Conformation and Chiroptical Properties of Poly(dithienopyrrole)s Substituted with Chiral OPV Side Chains.

  摘要：

  This manuscript discusses the conformation and chiroptical properties of poly(dithienopyrrole)s (PDTPs), Substituted with oligo(phenylenevinylene) (OPV) side chains and the influence of the substitution of the OPV moiety on these features. The OPV side chains were equipped with gallic acid moieties in order to promote the formation of a helical conformation in poor solvents. The polymers were prepared by Stille-couplings and characterized by GPC and NMR, UV-vis, CID, and emission spectroscopy. It was found that OPV-PDTPs, solely equipped with (chiral) alkyl groups at the terminal gallic acid group, show a very strong tendency to adopt a helical conformation, but no resolution or the mixture of helices and therefore no chiral expression. Additional substitution of the allows for a discrimination of the mixture of lielical senses. In this way, the OPV side chains can bechirally organized by the helical PDTP backbone. Substitution of the OPV in a-position, however, sterically excludes the possibility to adopt a helical conformation, but results in a lamellar supramolecular Structure in poor solvents. The macromolecular behavior is explained in terms of space confinement and sieric hindrance in the respective Structures.

  DOI：

  10.1021/ma902762z