2,6-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>naphthalene | 153565-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>naphthalene
• 英文别名: 2,6-bis-(3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl)naphthalene；2-Methyl-6-[6-[[6-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]naphthalen-2-yl]methoxymethyl]pyridin-2-yl]pyridine；2-methyl-6-[6-[[6-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]naphthalen-2-yl]methoxymethyl]pyridin-2-yl]pyridine
• CAS: 153565-95-8
• 化学式: C₃₆H₃₂N₄O₂
• 分子量: 552.676
• InChiKey: QOCQQPKSMOOIFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  silver trifluoromethanesulfonate 、 2,6-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>naphthalene 以 not given 为溶剂， 生成
  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：

  2,6-双(溴甲基)萘 、 6-hydroxymethyl-6′-methyl-2,2′-bipyridine 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到2,6-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>naphthalene
  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

• Octahedral non-helical bis(bipyridyl) metallomacrocycles
  作者：Alexander Bilyk、Margaret M. Harding、Peter Turner、Trevor W. Hambley

  DOI：10.1039/dt9950002549

  日期：——

  metallomacrocycles with zinc(II)(7 : 3) and cadmium(II)(45 : 55), and forms a labile complex(es) with mercury(II). No complexation with iron(II) or ruthenium(II) was observed. The effect of the substitution pattern of the naphthalene spacer was examined by comparison of the zinc(II) complexes obtained with L1, a 2,7-disubstituted naphthalene (L2) and a 1,5-disubstituted naphthalene (L3). While L1 and L2 both formed

  双2,6-双[3-（6'-甲基-2,2'-联吡啶-6-基）-2-氧杂丙基]萘}二镍四（六氟磷酸盐）[Ni 2 L 1 2 ]的晶体结构[PF 6 ] 4是通过X射线衍射法测定的，对于2765次独立观察到的反射，其精确度为0.078的残留物：三斜晶系，空间群P，a = 13.555（3），b = 17.801（5），c = 10.305 （ 7）Å，α= 100.2（4），β= 99.74（3），γ= 101.83（2）°。二镍（二）离子以严重扭曲的八面体几何形状与来自两个联吡啶基的四个氮原子和来自醚连接基的两个氧原子结合。该配合物具有非螺旋构型，两个萘环平行且错位为4.11Å。醚连接基的扭转挠性有利于这种取向，并允许芳环堆积在配合物中。在溶液L 1中，该溶液包含一个2,6-二取代的萘间隔基，与锌（II）（7：3）和镉（II）（45:55）形成非螺旋和螺旋[2 + 2]三齿金属大环，并与汞
• 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.