2,5-bis(2-hydroxy-5-methylphenyl)-1,3,4-oxadiazole | 2639-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,5-bis(2-hydroxy-5-methylphenyl)-1,3,4-oxadiazole
• CAS: 2639-20-5
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: LRFQZOGXQAXHAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.38
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,5-bis(2-hydroxy-5-methylphenyl)-1,3,4-oxadiazole 、 4-氯甲基吡啶盐酸盐 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以51%的产率得到2,5-bis(5-methyl-2-[(4-pyridyl)methoxy]phenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Coordination-directed one-dimensional coordination polymers generated from a new oxadiazole bridging ligand and HgX₂(X= Cl, Br and I)

  摘要：

  A new 1,3,4-oxadiazole bridging bent organic ligand, 2,5-bis{5-methyl-2-[(4- pyridyl)methoxy]phenyl}-1,3,4-oxadiazole, C28H24N4O3, L, has been used to create three novel one-dimensional isomorphic coordination polymers, viz. catena-poly[[[dichloridomercury(II)]-mu-2,5-bis{5-methyl-2-[(4- pyridyl)methoxy]phenyl}-1,3,4-oxadiazole] methanol monosolvate], {[HgCl2(C28H24N4O3)]center dot CH3OH}(n), catena-poly[[[dibromido-mercury(II)]-mu-2,5-bis{5-methyl-2-[(4-pyridyl)methoxy]phenyl}-1,3,4-oxadiazole] methanol monosolvate], {[HgBr2(C28H24N4O3)]center dot CH3OH}(n), and catena-poly[[[diiodidomercury(II)]-mu-2,5-bis{5-methyl-2-[(4-pyridyl)methoxy] phenyl}-1,3,4-oxadiazole] methanol monosolvate], {[HgI2(C28H24N4O3)]center dot CH3OH}(n). The free L ligand itself adopts a cis conformation, with the two terminal pyridine rings and the central oxadiazole ring almost coplanar [dihedral angles = 5.994 (7) and 9.560 (6)degrees]. In the Hg-II complexes, however, one of the flexible pyridylmethyl arms of ligand L is markedly bent and helical chains are obtained. The HgII atom lies in a distorted tetrahedral geometry defined by two pyridine N-atom donors from two L ligands and two halide ligands. The helical chains stack together via interchain pi-pi interactions that expand the dimensionality of the structure from one to two. The methanol solvent molecules link to the complex polymers through O-H center dot center dot center dot N and O-H center dot center dot center dot O hydrogen bonds.

  DOI：

  10.1107/s0108270111016246

文献信息

• The coordination chemistry of two symmetric double-armed oxadiazole-bridged organic ligands with copper salts
  作者：Xiang-Wen Wu、Meng-Meng Xin、Jian-Ping Ma、Zhen-Hua Wu、Yu-Bin Dong

  DOI：10.1107/s0108270113010913

  日期：2013.6.15

  Two new symmetric double‐armed oxadiazole‐bridged ligands, 4‐methyl‐5‐[5‐methyl‐2‐(pyridin‐3‐ylcarbonyloxy)phenyl]‐1,3,4‐oxadiazol‐2‐yl}phenyl pyridine‐3‐carboxylate (L1) and 4‐methyl‐5‐[5‐methyl‐2‐(pyridin‐4‐ylcarbonyloxy)phenyl]‐1,3,4‐oxadiazol‐2‐yl}phenyl pyridine‐4‐carboxylate (L2), were prepared by the reaction of 2,5‐bis(2‐hydroxy‐5‐methylphenyl)‐1,3,4‐oxadiazole with nicotinoyl chloride and

  两个新的对称的双臂恶二唑桥联配体，4-甲基-5- [5-甲基-2-（吡啶-3-基羰氧基）苯基] -1,3,4-恶二唑-2-基}苯基吡啶- 3-羧酸盐（L 1）和4-甲基-5- [5-甲基--2-（吡啶-4-基羰基氧基）苯基] -1,3,4-恶二唑-2-基}苯基吡啶-4-羧酸盐（L 2）分别是由2,5-双（2-羟基-5-甲基苯基）-1,3,4-恶二唑与烟酰氯和异烟酰氯反应制得的。配体L 1可用作结合Cu II阳离子并生成分子复合物双（4-甲基-5- [5-甲基--2-（吡啶-3-基羰氧基））苯基] -1,3的有机夹子，4-恶二唑-2-基}苯基吡啶-3-羧酸盐）双（高氯酸盐）铜（II），[Cu（ClO 4）2（C28 H 20 N 4 O 5）2 ]，（I）。在化合物（I）中，Cu II阳离子位于一个反转中心，并在扭曲的八面体几何形状中进行六配位，在赤道位置具有两个L 1配体的吡啶N原子