Methyl 3-[2-(3-ethynylphenyl)ethynyl]-5-[2-[3-[2-[3-[2-(3-ethynylphenyl)ethynyl]-5-methoxycarbonylphenyl]ethynyl]phenyl]ethynyl]benzoate | 388613-51-2

• 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: Methyl 3-[2-(3-ethynylphenyl)ethynyl]-5-[2-[3-[2-[3-[2-(3-ethynylphenyl)ethynyl]-5-methoxycarbonylphenyl]ethynyl]phenyl]ethynyl]benzoate
• CAS: 388613-51-2
• 化学式: C₄₆H₂₆O₄
• 分子量: 642.71
• InChiKey: BIIINOJMJSEKBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  50
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二碘苯甲醇 、 Methyl 3-[2-(3-ethynylphenyl)ethynyl]-5-[2-[3-[2-[3-[2-(3-ethynylphenyl)ethynyl]-5-methoxycarbonylphenyl]ethynyl]phenyl]ethynyl]benzoate 在 N,N-二异丙基乙胺 Merrifield's resin-immobilized (3,4-dihydropyran-2-yl)CH₂OH 、 对甲苯磺酸 、 copper(l) iodide 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 4-甲基苯磺酸吡啶 作用下， 以 1,2-二氯乙烷 、 四氢呋喃 、 正丁醇 为溶剂， 反应 72.0h， 以92 mg的产率得到Methyl 3-[2-[3-[2-[3-(hydroxymethyl)-5-iodophenyl]ethynyl]phenyl]ethynyl]-5-[2-[3-[2-[3-[2-[3-[2-[3-(hydroxymethyl)-5-iodophenyl]ethynyl]phenyl]ethynyl]-5-methoxycarbonylphenyl]ethynyl]phenyl]ethynyl]benzoate
  参考文献：
  名称：

  Solid-phase approaches toward cyclic oligomers

  摘要：

  Strategies were sought to effect cyclizations of oligo(m-phenylene ethynylene) by exploiting pseudo-high dilution effects on polymer supports. Using Pd/Cu-catalyzed coupling protocols, Merrifield's resin (1% crosslinked chloromethylated polystyrene) proved inadequate for site isolation; inter-site couplings ensued on the flexible support. Conversely, use of the Argopore resin, a more highly crosslinked polystyrene, inhibited inter-site interactions, and no identifiable final product could be separated from the resin. Spectroscopic and mass spectrometric methods indicated that the product from the Argopore resin might be a threaded catenane. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00930-9
• 作为产物：
  描述：

  dimethyl 5,5'-(1,3-phenylenebis(ethyne-2,1-diyl))bis(3-((3-((trimethylsilyl)ethynyl)phenyl)ethynyl)benzoate) 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以79%的产率得到Methyl 3-[2-(3-ethynylphenyl)ethynyl]-5-[2-[3-[2-[3-[2-(3-ethynylphenyl)ethynyl]-5-methoxycarbonylphenyl]ethynyl]phenyl]ethynyl]benzoate
  参考文献：
  名称：

  Solid-phase approaches toward cyclic oligomers

  摘要：

  Strategies were sought to effect cyclizations of oligo(m-phenylene ethynylene) by exploiting pseudo-high dilution effects on polymer supports. Using Pd/Cu-catalyzed coupling protocols, Merrifield's resin (1% crosslinked chloromethylated polystyrene) proved inadequate for site isolation; inter-site couplings ensued on the flexible support. Conversely, use of the Argopore resin, a more highly crosslinked polystyrene, inhibited inter-site interactions, and no identifiable final product could be separated from the resin. Spectroscopic and mass spectrometric methods indicated that the product from the Argopore resin might be a threaded catenane. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00930-9