1,4-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>benzene | 159733-51-4

• 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: 1,4-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>benzene
• 英文别名: 1,4-bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]benzene；1,4-Bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]benzene；2-Methyl-6-[6-[[4-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]phenyl]methoxymethyl]pyridin-2-yl]pyridine；2-methyl-6-[6-[[4-[[6-(6-methylpyridin-2-yl)pyridin-2-yl]methoxymethyl]phenyl]methoxymethyl]pyridin-2-yl]pyridine
• CAS: 159733-51-4
• 化学式: C₃₂H₃₀N₄O₂
• 分子量: 502.616
• InChiKey: MIKSLESGHHNAJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  1,4-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>benzene 、 zinc trifluoromethanesulfonate 以 氯仿 、 乙腈 为溶剂， 以88%的产率得到[Zn2(1,4-bis(3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl)benzene)2](CF3SO3)4 * 2 H2O
  参考文献：
  名称：

  Factors affecting the assembly of helical and non-helical zinc(II) bipyridyl metallomacrocycles

  摘要：

  The assembly of a non-helical bimetallic [2 + 2] macrocyclic complex between two zinc(II) atoms and two bis(bipyridyl) compounds containing a 2,7-disubstituted pyrene linker, previously assigned by dynamic NMR spectroscopy, has been confirmed by X-ray crystallography. The crystal structure of bis{2,7-bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]pyrene}dizinc tetrakis(trifluoromethane-sulfonate) was determined by X-ray diffraction methods and refined to a residual of 0.092 for 1916 independent observed reflections: triclinic, space group P1BAR, a = 16.333(6), b = 18.934(5), c = 10.004(1) angstrom, alpha = 100.96(2), beta = 97.33(2), gamma = 11 0.71(2)-degrees. The two zinc(II) ions are bound to four nitrogens from two bipyridyl groups and two oxygen atoms from the ether links in a distorted-octahedral geometry. A non-helical geometry is observed and the two pyrene rings are offset by 3.84 angstrom and separated by 3.65 angstrom. A related compound, in which a 1,4-disubstituted benzene linker is used in place of pyrene, has also been prepared, and in solution this forms approximately equal amounts of helical and non-helical complexes with zinc(II). The relative stabilities of helical and non-helical complexes formed between 6,6'-disubstituted bis(bipyridyl) ligands connected by 2,7-disubstituted pyrene, 2,6-disubstituted naphthalene and 1,4-disubstituted benzene are discussed.

  DOI：

  10.1039/dt9940002783
• 作为产物：
  描述：

  1,4-二(溴甲基)苯 、 6-hydroxymethyl-6′-methyl-2,2′-bipyridine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到1,4-Bis<3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl>benzene
  参考文献：
  名称：

  Factors affecting the assembly of helical and non-helical zinc(II) bipyridyl metallomacrocycles

  摘要：

  The assembly of a non-helical bimetallic [2 + 2] macrocyclic complex between two zinc(II) atoms and two bis(bipyridyl) compounds containing a 2,7-disubstituted pyrene linker, previously assigned by dynamic NMR spectroscopy, has been confirmed by X-ray crystallography. The crystal structure of bis{2,7-bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]pyrene}dizinc tetrakis(trifluoromethane-sulfonate) was determined by X-ray diffraction methods and refined to a residual of 0.092 for 1916 independent observed reflections: triclinic, space group P1BAR, a = 16.333(6), b = 18.934(5), c = 10.004(1) angstrom, alpha = 100.96(2), beta = 97.33(2), gamma = 11 0.71(2)-degrees. The two zinc(II) ions are bound to four nitrogens from two bipyridyl groups and two oxygen atoms from the ether links in a distorted-octahedral geometry. A non-helical geometry is observed and the two pyrene rings are offset by 3.84 angstrom and separated by 3.65 angstrom. A related compound, in which a 1,4-disubstituted benzene linker is used in place of pyrene, has also been prepared, and in solution this forms approximately equal amounts of helical and non-helical complexes with zinc(II). The relative stabilities of helical and non-helical complexes formed between 6,6'-disubstituted bis(bipyridyl) ligands connected by 2,7-disubstituted pyrene, 2,6-disubstituted naphthalene and 1,4-disubstituted benzene are discussed.

  DOI：

  10.1039/dt9940002783

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
• Factors affecting the assembly of helical and non-helical zinc(II) bipyridyl metallomacrocycles
  作者：Alexander Bilyk、Margaret M. Harding、Peter Turner、Trevor W. Hambley

  DOI：10.1039/dt9940002783

  日期：——

  The assembly of a non-helical bimetallic [2 + 2] macrocyclic complex between two zinc(II) atoms and two bis(bipyridyl) compounds containing a 2,7-disubstituted pyrene linker, previously assigned by dynamic NMR spectroscopy, has been confirmed by X-ray crystallography. The crystal structure of bis2,7-bis[3-(6'-methyl-2,2'-bipyridin-6-yl)-2-oxapropyl]pyrene}dizinc tetrakis(trifluoromethane-sulfonate) was determined by X-ray diffraction methods and refined to a residual of 0.092 for 1916 independent observed reflections: triclinic, space group P1BAR, a = 16.333(6), b = 18.934(5), c = 10.004(1) angstrom, alpha = 100.96(2), beta = 97.33(2), gamma = 11 0.71(2)-degrees. The two zinc(II) ions are bound to four nitrogens from two bipyridyl groups and two oxygen atoms from the ether links in a distorted-octahedral geometry. A non-helical geometry is observed and the two pyrene rings are offset by 3.84 angstrom and separated by 3.65 angstrom. A related compound, in which a 1,4-disubstituted benzene linker is used in place of pyrene, has also been prepared, and in solution this forms approximately equal amounts of helical and non-helical complexes with zinc(II). The relative stabilities of helical and non-helical complexes formed between 6,6'-disubstituted bis(bipyridyl) ligands connected by 2,7-disubstituted pyrene, 2,6-disubstituted naphthalene and 1,4-disubstituted benzene are discussed.