2,7-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>pyrene | 153565-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,7-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>pyrene
• 英文别名: 2,7-bis-(3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl)pyrene；2,7-Bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]pyrene；2-Methyl-6-[6-[[7-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]pyren-2-yl]methoxymethyl]pyridin-2-yl]pyridine；2-methyl-6-[6-[[7-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]pyren-2-yl]methoxymethyl]pyridin-2-yl]pyridine
• CAS: 153565-96-9
• 化学式: C₄₂H₃₄N₄O₂
• 分子量: 626.758
• InChiKey: ZXXDSNGEEOXFBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  48
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 2,7-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>pyrene 以 氯仿 、 乙腈 为溶剂， 以78%的产率得到
  参考文献：
  名称：

  Assembly of [2 + 2] bimetallic macrocyclic complexes from bis(bipyridyl) ligands and metal ions

  摘要：

  Two new ligands L1 and L2, in which 6,6'-dimethyl-2,2'-bipyridyl groups are attached at the 6-position to 2,6-naphthalene or 2,7-pyrene via ether bridges, have been synthesised. In the presence of Cu(I), L1 forms equal amounts of two [2 + 2] complexes [Cu2L12][PF6]2, which have been assigned tentatively to helical (1a) and non-helical (1b) forms. With Zn(II), L1 forms two complexes [Zn2L12][CF3SO3]4, tentatively assigned to the helical (3a) and non-helical (3b) forms, in the ratio almost-equal-to 7:4. The relative populations of 3a and 3b are temperature and solvent dependent. Ligand L2 forms equal amounts of helical and non-helical complexes [Cu2L22][PF6]2 2a, 2b with Cu(I). However, in the presence of Zn(II), L2 forms exclusively one complex, which has been assigned as the non-helical species [ZnL22][CF3SO3]4 4b, on the basis of NMR data. In this complex, the pyrene rings are rotating rapidly on the NMR time-scale at 300 K. Molecular modelling suggests that the size and interior of the cavities of these macrocycles are ideal for encapsulation of charged aromatic substrates.

  DOI：

  10.1039/dt9940000077
• 作为产物：
  描述：

  2,7-双(溴甲基)芘 、 6-hydroxymethyl-6′-methyl-2,2′-bipyridine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以65%的产率得到2,7-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>pyrene
  参考文献：
  名称：

  Assembly of [2 + 2] bimetallic macrocyclic complexes from bis(bipyridyl) ligands and metal ions

  摘要：

  Two new ligands L1 and L2, in which 6,6'-dimethyl-2,2'-bipyridyl groups are attached at the 6-position to 2,6-naphthalene or 2,7-pyrene via ether bridges, have been synthesised. In the presence of Cu(I), L1 forms equal amounts of two [2 + 2] complexes [Cu2L12][PF6]2, which have been assigned tentatively to helical (1a) and non-helical (1b) forms. With Zn(II), L1 forms two complexes [Zn2L12][CF3SO3]4, tentatively assigned to the helical (3a) and non-helical (3b) forms, in the ratio almost-equal-to 7:4. The relative populations of 3a and 3b are temperature and solvent dependent. Ligand L2 forms equal amounts of helical and non-helical complexes [Cu2L22][PF6]2 2a, 2b with Cu(I). However, in the presence of Zn(II), L2 forms exclusively one complex, which has been assigned as the non-helical species [ZnL22][CF3SO3]4 4b, on the basis of NMR data. In this complex, the pyrene rings are rotating rapidly on the NMR time-scale at 300 K. Molecular modelling suggests that the size and interior of the cavities of these macrocycles are ideal for encapsulation of charged aromatic substrates.

  DOI：

  10.1039/dt9940000077

文献信息

• Assembly of [2 + 2] bimetallic macrocyclic complexes from bis(bipyridyl) ligands and metal ions
  作者：Alexander Bilyk、Margaret M. Harding

  DOI：10.1039/dt9940000077

  日期：——

  Two new ligands L1 and L2, in which 6,6'-dimethyl-2,2'-bipyridyl groups are attached at the 6-position to 2,6-naphthalene or 2,7-pyrene via ether bridges, have been synthesised. In the presence of Cu(I), L1 forms equal amounts of two [2 + 2] complexes [Cu2L12][PF6]2, which have been assigned tentatively to helical (1a) and non-helical (1b) forms. With Zn(II), L1 forms two complexes [Zn2L12][CF3SO3]4, tentatively assigned to the helical (3a) and non-helical (3b) forms, in the ratio almost-equal-to 7:4. The relative populations of 3a and 3b are temperature and solvent dependent. Ligand L2 forms equal amounts of helical and non-helical complexes [Cu2L22][PF6]2 2a, 2b with Cu(I). However, in the presence of Zn(II), L2 forms exclusively one complex, which has been assigned as the non-helical species [ZnL22][CF3SO3]4 4b, on the basis of NMR data. In this complex, the pyrene rings are rotating rapidly on the NMR time-scale at 300 K. Molecular modelling suggests that the size and interior of the cavities of these macrocycles are ideal for encapsulation of charged aromatic substrates.