dipyrido[24]crown-8 | 294844-43-2

• 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: dipyrido[24]crown-8
• 英文别名: 3,6,9,17,20,23-Hexaoxa-29,30-diazatricyclo[23.3.1.111,15]triaconta-1(29),11(30),12,14,25,27-hexaene
• CAS: 294844-43-2
• 化学式: C₂₂H₃₀N₂O₆
• 分子量: 418.49
• InChiKey: MKLXVGRJQTUPMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Bis(4-methoxycarbonylbenzyl)ammonium hexafluorophosphate 、 dipyrido[24]crown-8 以 氘代乙腈 为溶剂， 生成
  参考文献：
  名称：

  Ammonium Ion Binding with Pyridine-Containing Crown Ethers

  摘要：

  [GRAPHICS]Dipyrido[24]crown-8 (DP24C8) has been synthesized and shown to form [2]pseudorotaxanes spontaneously with dibenzylammonium ions. These complexes, which have been demonstrated by H-1 NMR spectroscopy to form faster in solution than when the macrocyclic polyether is dibenzo[24]crown-8 (DB24C8), are also stronger than their DB24C8 counterparts. One of the [2]pseudorotaxanes has been used to construct a [2]rotaxane (see above) comprising a dumbbell-shaped component based on a dibenzylammonium ion which is encircled by a DP24C8 macrocycle and terminated by (triphenylphosphonium)methyl stoppers.

  DOI：

  10.1021/ol0061889
• 作为产物：
  描述：

  2,6-bis[(tosyloxy)methyl]pyridine 、 乙二醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以12%的产率得到dipyrido[24]crown-8
  参考文献：
  名称：

  Ammonium Ion Binding with Pyridine-Containing Crown Ethers

  摘要：

  [GRAPHICS]Dipyrido[24]crown-8 (DP24C8) has been synthesized and shown to form [2]pseudorotaxanes spontaneously with dibenzylammonium ions. These complexes, which have been demonstrated by H-1 NMR spectroscopy to form faster in solution than when the macrocyclic polyether is dibenzo[24]crown-8 (DB24C8), are also stronger than their DB24C8 counterparts. One of the [2]pseudorotaxanes has been used to construct a [2]rotaxane (see above) comprising a dumbbell-shaped component based on a dibenzylammonium ion which is encircled by a DP24C8 macrocycle and terminated by (triphenylphosphonium)methyl stoppers.

  DOI：

  10.1021/ol0061889

文献信息

• Pseudorotaxanes and Rotaxanes Formed by Viologen Derivatives
  作者：Adam B. Braunschweig、Célia M. Ronconi、Ja-Young Han、Fabio Aricó、Stuart J. Cantrill、J. Fraser Stoddart、Saeed I. Khan、Andrew J. P. White、David J. Williams

  DOI：10.1002/ejoc.200500947

  日期：2006.4

  F, and Me in turn – have been shown to form 1:1 complexes that are [2]pseudorotaxanes with dibenzo[24]crown-8 (DB24C8), benzometaphenylene[25]crown-8 (BMP25C8), and dipyrido[24]crown-8 (DP24C8) in CD3CN solution by 1H NMR spectroscopy and in one case in the solid state by X-ray crystallography. Binding constants (Ka) for all of these 1:1 complexes, which were determined both (1) by isothermal titration

  二苄基-4,4'-联吡啶鎓 (BIPY2+) 双（六氟磷酸盐）及其三种衍生物——在苄基的对位上依次被 CO2Me、F 和 Me 双取代——已被证明可以形成 1:1 的复合物，是 [2] 假轮烷与二苯并 [24] 冠-8 (DB24C8)、苯并间亚苯基[25]冠-8 (BMP25C8) 和双吡啶并[24]冠-8 (DP24C8) 在 CD3CN 溶液中通过 1H NMR 光谱和一种情况通过 X 射线晶体学呈固态。所有这些 1:1 复合物的结合常数 (Ka) 由 (1) 在 MeCN 溶液中通过等温滴定量热法和 (2) 在 CD3CN 溶液中通过 1H NMR 光谱单点法测定，被发现是，平均而言，比使用二苄基铵 (DBA+) 六氟磷酸酯及其三种衍生物获得的 DB24C8 和 DP24C8 的 Ka 值小一个数量级，在苄基的对位也被 CO2Me、F 和 Me 双取代。然而，在 BMP25C8 的情况下，两类（BIPY2+