4,4'-bis(3,5-dibenzyloxybenzyloxy)-2,2'-bipyridine | 850380-12-0

• 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: 4,4'-bis(3,5-dibenzyloxybenzyloxy)-2,2'-bipyridine
• 英文别名: 4,4'-Bis{[3,5-bis(benzyloxy)phenyl]methoxy}-2,2'-bipyridine；4-[[3,5-bis(phenylmethoxy)phenyl]methoxy]-2-[4-[[3,5-bis(phenylmethoxy)phenyl]methoxy]pyridin-2-yl]pyridine
• CAS: 850380-12-0
• 化学式: C₅₂H₄₄N₂O₆
• 分子量: 792.931
• InChiKey: OHVSBPVHMXZMBO-UHFFFAOYSA-N

物化性质

• 熔点：
  166.5-167.5 °C
• 沸点：
  921.0±60.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  60
• 可旋转键数：
  19
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,5-二苄氧基苯甲醇 、 4,4’-二羟基-2,2’-联吡啶 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以46%的产率得到4,4'-bis(3,5-dibenzyloxybenzyloxy)-2,2'-bipyridine
  参考文献：
  名称：

  Diels–Alder reaction using a dendritic copper(II) triflate-catalyst: a positive dendritic effect on the chemical yield

  摘要：

  A series of dendritic ligands with a 2,2'-bipyridine core was synthesized through the coupling of 4,4'-dihydroxy-2,2'-bipyridine with poly(arylether) dendron in fair yields. The corresponding copper(II) trifluoromethanesulfonate (triflate) dendrimers were applied as a Lewis acid catalyst to the Diels-Alder reaction. A positive dendritic effect on the chemical yields of adducts was observed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.040

文献信息

• Synthesis of Novel Dendritic 2,2‘-Bipyridine Ligands and Their Application to Lewis Acid-Catalyzed Diels−Alder and Three-Component Condensation Reactions
  作者：Takahito Muraki、Ken-ichi Fujita、Masato Kujime

  DOI：10.1021/jo070767a

  日期：2007.10.1

  dendritic Cu(OTf)2 catalysts were used for Diels−Alder and three-component condensation reactions. The dendritic Cu(OTf)2-catalyzed Diels−Alder reaction proceeded smoothly, and these dendritic catalysts could be recycled without deactivation by reprecipitation. Three-component condensation reactions such as Mannich-type reactions also proceeded not only in dichloromethane but also in water. Furthermore

  通过将4,4'-二羟基-2,2'-联吡啶与聚（芳基醚）树枝状分子偶联，合成了一系列具有2,2'-联吡啶核的树枝状配体。相应的树枝状Cu（OTf）2催化剂用于Diels-Alder和三组分缩合反应。树枝状的Cu（OTf）2催化的Diels-Alder反应进展顺利，这些树枝状的催化剂可以循环使用而不会因再沉淀而失活。三组分缩合反应（例如曼尼希型反应）不仅在二氯甲烷中进行，而且还在水中进行。此外，在Diels-Alder反应和水介质三组分缩合反应中均观察到对化学收率的积极树突作用。
• Conformational Analysis of Self-Organized Monolayers with Scanning Tunneling Microscopy at Near-Atomic Resolution
  作者：Lukas J. Scherer、Leo Merz、Edwin C. Constable、Catherine E. Housecroft、Markus Neuburger、B. A. Hermann

  DOI：10.1021/ja043638+

  日期：2005.3.1

  We describe the synthesis and a novel approach to the conformational analysis of 2,2'-bipyridines (bpy) bearing aromatic rich Frechet-type dendritic wedges of the first and second generation as substituents. The evaporation of solutions of these new ligands on graphite surfaces under ambient conditions results in the formation of self-organized monolayers. Scanning tunneling microscopy (STM) investigations

  我们描述了 2,2'-联吡啶 (bpy) 的构象分析的合成和新方法，其中含有第一代和第二代芳香族丰富的 Frechet 型树突楔作为取代基。在环境条件下，这些新配体在石墨表面上的溶液蒸发导致自组织单层的形成。在环境条件（空气，298 K）下对单层的扫描隧道显微镜 (STM) 研究给出了亚分子和近原子分辨率的图像。STM 图像的分析包括以下过程：(i) 潜在同构象域的识别和再现，(ii) 使用漂移和反馈伪影的质量标准排除不正确的数据，(iii) 编译运行平均值并检查平均伪影, (iv) 三维和等高线图的分析，(v) 自由分子的 HOMO 特性的计算，以及 (vi) 基于所有可访问信息的最终构象分配。按照这个程序，可以将两种不同的构象分配给在第一代 (G1) 和第二代 (G2) 树突状化合物的单层中观察到的域。并排观察同构象域。不同的构象源于醚取代基的顺式或反式排列。在用 HCl 气体处理 G1
• Diels–Alder reaction using a dendritic copper(II) triflate-catalyst: a positive dendritic effect on the chemical yield
  作者：Ken-ichi Fujita、Takahito Muraki、Hatsuhiko Hattori、Toshiyasu Sakakura

  DOI：10.1016/j.tetlet.2006.05.040

  日期：2006.7

  A series of dendritic ligands with a 2,2'-bipyridine core was synthesized through the coupling of 4,4'-dihydroxy-2,2'-bipyridine with poly(arylether) dendron in fair yields. The corresponding copper(II) trifluoromethanesulfonate (triflate) dendrimers were applied as a Lewis acid catalyst to the Diels-Alder reaction. A positive dendritic effect on the chemical yields of adducts was observed. (c) 2006 Elsevier Ltd. All rights reserved.