1,3,5-tris(ethynyl)-2,4,6-trimethoxybenzene | 793684-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3,5-tris(ethynyl)-2,4,6-trimethoxybenzene
• 英文别名: 1,3,5-triethynyl-2,4,6-trimethoxybenzene；1,3,5-Triethynyl-2,4,6-trimethoxybenzene
• CAS: 793684-42-1
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: MCTHCKHVSQWPME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对碘苯甲酸乙酯 、 1,3,5-tris(ethynyl)-2,4,6-trimethoxybenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 反应 18.0h， 以62%的产率得到1,3,5-tris-(4-ethoxycarbonylphenylethynyl)-2,4,6-trimethoxybenzene
  参考文献：
  名称：

  Synthesis and spectroscopic properties of 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes

  摘要：

  A number of C-3-symetric 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes which carry electron withdrawing aryl substituents at the acetylenic periphery and donating methoxy groups on the central benzene ring are prepared via Sonogashira coupling. The utility of two different synthetic routes is evaluated as well as the effect of the nature of the aryl and ethynyl starting compounds in the coupling reaction. Finally, a correlation between the substitution pattern of the alkynyl compounds and their UV-vis and fluorescence spectroscopic properties is established. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.036
• 作为产物：
  描述：

  1,3,5-三氟-2,4,6-tri碘苯 在 1,3-二甲基-2-咪唑啉酮 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 二异丙胺 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 1,3,5-tris(ethynyl)-2,4,6-trimethoxybenzene
  参考文献：
  名称：

  Synthesis and spectroscopic properties of 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes

  摘要：

  A number of C-3-symetric 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes which carry electron withdrawing aryl substituents at the acetylenic periphery and donating methoxy groups on the central benzene ring are prepared via Sonogashira coupling. The utility of two different synthetic routes is evaluated as well as the effect of the nature of the aryl and ethynyl starting compounds in the coupling reaction. Finally, a correlation between the substitution pattern of the alkynyl compounds and their UV-vis and fluorescence spectroscopic properties is established. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.036

文献信息

• Single-Crystal-to-Single-Crystal (SCSC) Linear Polymerization of a Desymmetrized Anthraphane
  作者：Marco Servalli、Nils Trapp、A. Dieter Schlüter

  DOI：10.1002/chem.201802513

  日期：2018.10.9

  one of the rare cases of single‐crystal‐to‐single‐crystal (SCSC) linear polymerizations, resulting in a novel ladder‐type polymer. The polymerization is based on the photoinduced [4+4]‐cycloaddition reactions between trifunctional anthracene‐based monomers. The careful design of the monomer anthraphane‐tri(OMe), results in perfectly stacked anthracene pairs in the crystal structure, with Schmidt's

  在这项工作中，我们介绍了单晶到单晶（SCSC）线性聚合的罕见情况之一，从而产生了一种新型的梯型聚合物。聚合基于三官能蒽基单体之间的光诱导[4 + 4]-环加成反应。精心设计的单体蒽三（OMe），可以使晶体结构中的蒽对完美堆叠，施密特距离d = 3.505–3.666Å，位移s = 1.109Å ，从而可以实现定量收率和选择性收率的选择性线性聚合。只需几分钟，而不会影响单晶的完整性。获得的聚蒽三（OMe）还揭示了一个非常有趣且前所未有的立体异构现象，这是聚蒽的特征。
• Synthesis and spectroscopic properties of 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes
  作者：Gunther Hennrich

  DOI：10.1016/j.tet.2004.08.036

  日期：2004.10

  A number of C-3-symetric 1,3,5-tris(arylalkynyl)-2,4,6-trimethoxybenzenes which carry electron withdrawing aryl substituents at the acetylenic periphery and donating methoxy groups on the central benzene ring are prepared via Sonogashira coupling. The utility of two different synthetic routes is evaluated as well as the effect of the nature of the aryl and ethynyl starting compounds in the coupling reaction. Finally, a correlation between the substitution pattern of the alkynyl compounds and their UV-vis and fluorescence spectroscopic properties is established. (C) 2004 Elsevier Ltd. All rights reserved.