4'',4'''''-(1,4-phenylenebis(ethyne-2,1-diyl))bis(5'-(oct-1-yn-1-yl)-4-((trimethylsilyl)ethynyl)-[1,1':3',1''-terphenyl]-2'-carboxylic acid) | 1034710-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'',4'''''-(1,4-phenylenebis(ethyne-2,1-diyl))bis(5'-(oct-1-yn-1-yl)-4-((trimethylsilyl)ethynyl)-[1,1':3',1''-terphenyl]-2'-carboxylic acid)
• CAS: 1034710-59-2
• 化学式: C₇₄H₇₀O₄Si₂
• 分子量: 1079.54
• InChiKey: ATKQNUZZJNOGCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.65
• 重原子数：
  80.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4'',4'''''-(1,4-phenylenebis(ethyne-2,1-diyl))bis(5'-(oct-1-yn-1-yl)-4-((trimethylsilyl)ethynyl)-[1,1':3',1''-terphenyl]-2'-carboxylic acid) 、 2-[4-[2-[4-[2-[4-[2-[N,N'-bis[(1R)-1-phenylethyl]carbamimidoyl]-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]-N,N'-bis[(1R)-1-phenylethyl]-6-[4-(2-trimethylsilylethynyl)phenyl]benzenecarboximidamide 以 氘代氯仿 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Double-Stranded Helical Polymers Consisting of Complementary Homopolymers

  摘要：

  Two complementary homopolymers of chiral amidines and achiral carboxylic acids with m-terphenyl-based backbones were synthesized by the copolymerization of a p-diiodobenzene derivative with the diethynyl monomers bearing a chiral amidine group and a carboxyl group using the Sonogashira reaction, respectively. Upon mixing in THF, the homopolymer strands assembled into a preferred-handed double helix through interstrand amidinium-carboxylate salt bridges, as evidenced by its absorption, circular dichroism, and IR spectra. In contrast, when mixed in less polar solvents, such as chloroform, the complementary strands kinetically formed an interpolymer complex with an imperfect double helical structure containing a randomly hybridized cross-linked structure, probably because of strong salt bridge formations. This primary complex was rearranged into the fully double helical structure by treatment with a strong acid followed by neutralization with an amine. High-resolution atomic force microscopy revealed the double-stranded helical structure and enabled the determination of the helical sense.

  DOI：

  10.1021/ja711447s
• 作为产物：
  描述：

  2'-carboxy-4-ethynyl-4''-trimethylsilylethynyl-5'-(1-octynyl)-1,1':3',1''-terphenyl 、 1,4-二碘苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以55%的产率得到4'',4'''''-(1,4-phenylenebis(ethyne-2,1-diyl))bis(5'-(oct-1-yn-1-yl)-4-((trimethylsilyl)ethynyl)-[1,1':3',1''-terphenyl]-2'-carboxylic acid)
  参考文献：
  名称：

  Double-Stranded Helical Polymers Consisting of Complementary Homopolymers

  摘要：

  Two complementary homopolymers of chiral amidines and achiral carboxylic acids with m-terphenyl-based backbones were synthesized by the copolymerization of a p-diiodobenzene derivative with the diethynyl monomers bearing a chiral amidine group and a carboxyl group using the Sonogashira reaction, respectively. Upon mixing in THF, the homopolymer strands assembled into a preferred-handed double helix through interstrand amidinium-carboxylate salt bridges, as evidenced by its absorption, circular dichroism, and IR spectra. In contrast, when mixed in less polar solvents, such as chloroform, the complementary strands kinetically formed an interpolymer complex with an imperfect double helical structure containing a randomly hybridized cross-linked structure, probably because of strong salt bridge formations. This primary complex was rearranged into the fully double helical structure by treatment with a strong acid followed by neutralization with an amine. High-resolution atomic force microscopy revealed the double-stranded helical structure and enabled the determination of the helical sense.

  DOI：

  10.1021/ja711447s