4-(2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-yl)-2-methylbut-3-yn-2-ol | 866229-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-yl)-2-methylbut-3-yn-2-ol
• CAS: 866229-41-6
• 化学式: C₃₇H₄₈O₁₁
• 分子量: 668.782
• InChiKey: ZSXFAZQURCSHNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  48.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  112.53
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-(2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-yl)-2-methylbut-3-yn-2-ol 在 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 4.0h， 以98%的产率得到152-ethynyl-2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane
  参考文献：
  名称：

  Self-assembly of a new series of quadruply hydrogen bonded heterotrimers driven by the donor–acceptor interaction

  摘要：

  This paper describes the self-assembly of a new series of heterotrimers in chloroform-d by utilizing the cooperative interaction of hydrogen bonding and donor-acceptor interaction. Compounds 1 and 11, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to 34-crown-10 or 36-crown-10, were used as donor monomer, and 2 and 19, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to NDI, were used as acceptor monomer, while linear compound 4, which contains two diamido-1,8-naphthyridines, was used as template. A large tri-p-(t-butyl)phenylmethoxyl group was introduced to 19 in order to compare its assembling behavior with that of 2. Mixing 4 with dimer 1 (.) 2 caused 1 (.) 2 to fully decompose and to afford 55% of 'in-in'-oriented heterotrimer 1 (.) 4 (.) 2. Adding 4 to the solution of 2 (.) 11 or 11 (.) 19 in chloroform-d also led to full dissociation of the dimers. However, in these systems the 'in-in'-arranged heterotrimer 2 (.) 4 (.) 11 or 11 (.) 4 (.) 19 could be produced exclusively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.075
• 作为产物：
  描述：

  1,5-bis[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]naphthalene bis(4-methylbenzenesulfonate) 在 四(三苯基膦)钯 四氢吡咯 、 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 28.0h， 生成 4-(2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane-152-yl)-2-methylbut-3-yn-2-ol
  参考文献：
  名称：

  Self-assembly of a new series of quadruply hydrogen bonded heterotrimers driven by the donor–acceptor interaction

  摘要：

  This paper describes the self-assembly of a new series of heterotrimers in chloroform-d by utilizing the cooperative interaction of hydrogen bonding and donor-acceptor interaction. Compounds 1 and 11, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to 34-crown-10 or 36-crown-10, were used as donor monomer, and 2 and 19, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to NDI, were used as acceptor monomer, while linear compound 4, which contains two diamido-1,8-naphthyridines, was used as template. A large tri-p-(t-butyl)phenylmethoxyl group was introduced to 19 in order to compare its assembling behavior with that of 2. Mixing 4 with dimer 1 (.) 2 caused 1 (.) 2 to fully decompose and to afford 55% of 'in-in'-oriented heterotrimer 1 (.) 4 (.) 2. Adding 4 to the solution of 2 (.) 11 or 11 (.) 19 in chloroform-d also led to full dissociation of the dimers. However, in these systems the 'in-in'-arranged heterotrimer 2 (.) 4 (.) 11 or 11 (.) 4 (.) 19 could be produced exclusively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.075