3,5-二乙炔基苯酚二苯并[24]冠-8-羧酸酯 | 1020182-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 3,5-二乙炔基苯酚二苯并[24]冠-8-羧酸酯
• 英文名称: 3,5-diethynylphenol dibenzo[24]crown-8-carboxylate
• 英文别名: (3,5-Diethynylphenyl) 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate；(3,5-diethynylphenyl) 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate
• CAS: 1020182-77-7
• 化学式: C₃₅H₃₆O₁₀
• 分子量: 616.665
• InChiKey: HJLDLAXFDZQVDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  45
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  trans diiodobis(triethylphosphine)platinum(II) 、 3,5-二乙炔基苯酚二苯并[24]冠-8-羧酸酯 在 copper(l) iodide 作用下， 以 甲苯 为溶剂， 以65%的产率得到Pt2I2(3,5-diethynylphenol dibenzo[24]crown-8 carboxylate(-2H))(triethylphosphine)4
  参考文献：
  名称：

  Coordination-Driven Self-Assembly of Cavity-Cored Multiple Crown Ether Derivatives and Poly[2]pseudorotaxanes

  摘要：

  The synthesis of a new 120 degrees diplatinum(II) acceptor unit and the self-assembly of a series of two-dimensional metallacyclic polypseudorotaxanes that utilize both metal-ligand and crown ether-dialkyl-ammonium noncovalent interactions are described. Judiciously combining complementary diplatinum(II) acceptors with bispyridyl donor building blocks, with an acceptor and/or donor possessing a pendant dibenzo[24]crown78 (DB24C8) moiety, allows for the formation of three new rhomboidal bis-DB24C8, one new hexagonal tris-DB24C8, and four new hexakis-DB24C8 metallacyclic polygons in quantitative yields. The size and shape of each assembly, as well as the location and stoichiometry of the DB24C8 macrocycle, can be precisely controlled. Each polygon is able to complex two, three, or six dibenzylammonium ions without disrupting the underlying metallacyclic polygons, thus producing eight different poly[2]pseudorotaxanes and demonstrating the utility and scope of this orthogonal self-assembly technique. The assemblies are characterized with one-dimensional multinuclear (H-1 and P-31) and two-dimensional (H-1-H-1 COSY and NOESY) NMR spectroscopy as well as mass spectrometry (ESI-MS). Further analysis of the size and shape of each assembly is obtained through molecular force-field simulations. H-1 NMR titration experiments are used to establish thermodynamic binding constants and poly[2]pseudorotaxane/dibenzylammonium stoichionnetries. Factors influencing the efficiency of poly[2]pseudorotaxane formation are discussed.

  DOI：

  10.1021/ja711502t
• 作为产物：
  描述：

  2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12,14,16,29,31-hexaene-14-carboxylic acid 、 3,5-二乙炔基苯酚 在 4-二甲氨基吡啶 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以85%的产率得到3,5-二乙炔基苯酚二苯并[24]冠-8-羧酸酯
  参考文献：
  名称：

  Coordination-Driven Self-Assembly of Cavity-Cored Multiple Crown Ether Derivatives and Poly[2]pseudorotaxanes

  摘要：

  The synthesis of a new 120 degrees diplatinum(II) acceptor unit and the self-assembly of a series of two-dimensional metallacyclic polypseudorotaxanes that utilize both metal-ligand and crown ether-dialkyl-ammonium noncovalent interactions are described. Judiciously combining complementary diplatinum(II) acceptors with bispyridyl donor building blocks, with an acceptor and/or donor possessing a pendant dibenzo[24]crown78 (DB24C8) moiety, allows for the formation of three new rhomboidal bis-DB24C8, one new hexagonal tris-DB24C8, and four new hexakis-DB24C8 metallacyclic polygons in quantitative yields. The size and shape of each assembly, as well as the location and stoichiometry of the DB24C8 macrocycle, can be precisely controlled. Each polygon is able to complex two, three, or six dibenzylammonium ions without disrupting the underlying metallacyclic polygons, thus producing eight different poly[2]pseudorotaxanes and demonstrating the utility and scope of this orthogonal self-assembly technique. The assemblies are characterized with one-dimensional multinuclear (H-1 and P-31) and two-dimensional (H-1-H-1 COSY and NOESY) NMR spectroscopy as well as mass spectrometry (ESI-MS). Further analysis of the size and shape of each assembly is obtained through molecular force-field simulations. H-1 NMR titration experiments are used to establish thermodynamic binding constants and poly[2]pseudorotaxane/dibenzylammonium stoichionnetries. Factors influencing the efficiency of poly[2]pseudorotaxane formation are discussed.

  DOI：

  10.1021/ja711502t