diethyl 4,5,11,12-tetrakis(bromomethyl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12,15-heptaene-15,16-dicarboxylate | 171856-66-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: diethyl 4,5,11,12-tetrakis(bromomethyl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12,15-heptaene-15,16-dicarboxylate
• CAS: 171856-66-9
• 化学式: C₂₆H₂₄Br₄O₄
• 分子量: 720.09
• InChiKey: XLRXOGYVLUKVCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.28
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,5-bis(carboxyethyl)glycoluril 、 diethyl 4,5,11,12-tetrakis(bromomethyl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12,15-heptaene-15,16-dicarboxylate 在 potassium tert-butylate 作用下， 生成
  参考文献：
  名称：

  Synthesis and Self-Assembly of Pseudo-Spherical Homo- and Heterodimeric Capsules

  摘要：

  Experimental details are given for the synthesis and characterization of several new molecules capable of self-assembly. The new molecules feature glycoluril subunits held apart by various rigid spacers, ethylene (2), naphthalene (3), and ethenoanthracene (4), and assemble through hydrogen bonds into pseudo-spherical dimeric capsules. The nature of their assembly is demonstrated by the X-ray crystal structure of capsules 1.1. The capsules are shown to enclose smaller guest molecules in a reversible manner. Direct evidence of the guest molecules inside the capsules from NMR is presented. In addition to self-assembling dimerically, these new molecules are shown to disproportionate into hybrid species or heterodimers. The resulting new capsules feature internal cavities of varying sizes and shapes. Formation of hybrid dimers 1.2, 1.4, and 3.4 is observed in solutions containing mixtures of two homodimers. The dispropoaionation equilibria could be manipulated by the addition of appropriately sized solvents as guests. Even the energetically unlikely hybrids 1.4 and 3.4 are found to be the dominant species when suitable guests such as CDBr3 are present. Evidence of the existence of the heterodimers is presented from NOE measurements. Factors controlling the heterodimerization are discussed.

  DOI：

  10.1021/ja00156a010
• 作为产物：
  描述：

  2,3,6,7-Tetrakis-benzyloxymethyl-anthracene 在 氢溴酸 、 溶剂黄146 作用下， 以 氯仿 、 二乙二醇二甲醚 为溶剂， 生成 diethyl 4,5,11,12-tetrakis(bromomethyl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12,15-heptaene-15,16-dicarboxylate
  参考文献：
  名称：

  Valdes, Carlos; Spitz, Urs P.; Kubik, Stefan W., Angewandte Chemie, 1995, vol. 107, # 17, p. 2031 - 2033

  摘要：

  DOI：