4,4′-dibenzyl-2,2′-bipyridine | 1762-38-5

• 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′-dibenzyl-2,2′-bipyridine
• 英文别名: 4,4'-dibenzyl-2,2'-bipyridyl；4,4'-Dibenzyl-<2,2'>bipyridyl；4,4'-dibenzyl-[2,2']bipyridinyl；4-Benzyl-2-(4-benzylpyridin-2-yl)pyridine
• CAS: 1762-38-5
• 化学式: C₂₄H₂₀N₂
• 分子量: 336.436
• InChiKey: CSRCMWHPIFNKMV-UHFFFAOYSA-N

物化性质

• 沸点：
  505.0±45.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 4,4′-dibenzyl-2,2′-bipyridine 以 甲醇 为溶剂， 反应 3.0h， 以62%的产率得到Mn(4,4'-diBn)(CO)₃Br
  参考文献：
  名称：

  Manganese-Based Catalysts with Varying Ligand Substituents for the Electrochemical Reduction of CO₂ to CO

  摘要：

  A series of manganese complexes were synthesized with a variety of ligands and ligand substituents. These complexes were then studied using ultraviolet-visible spectroscopy, cyclic voltammetry, density functional theory calculations, and bulk electrolysis. The UV-vis, cyclic voltammetry, and calculation data show that the bipyridine pi* level is modulated by the incorporation of different substituents on the bipyridine and through this interaction moderates the observed catalytic activity of the complex toward CO2 reduction. The calculations were correlated to the experimental UV-vis data and cyclic voltammetry data to demonstrate the relationship among these data, and a Hammett plot showed a good correlation between the substituent identity and the MLCT wavelength from UV-vis (R-2 = 0.96). When aliphatic substituents were placed on the 4,4'-positions of the bipyridine, the location of the bpy pi* was not significantly altered. However, when more electron withdrawing substituents were placed on the 4,4'-positions the bpy pi* level was altered more significantly. This alteration in the bpy pi* level had a profound effect on the rate of CO production determined from bulk electrolysis. While complexes whose bpy pi* level were similar or more blue shifted in comparison to the parent manganese complex did not display significantly altered efficiencies or rates for the conversion of CO2 to CO, those species whose bpy pi* energies were significantly red shifted in comparison to the parent manganese complex displayed far poorer catalysis. This is postulated to be a combination of two factors. First, the singly reduced complex's ability to lose the axial bromide ligand is diminished when electron-withdrawing groups are placed on the bpy ligand due to an increasing gap between the bpy pi* and the Mn-Br sigma*. Second, the decreased electron density of the HOMO of the doubly reduced complex with electron-withdrawing groups makes the binding of a molecule of CO2 less energetically favorable.

  DOI：

  10.1021/acs.organomet.8b00554
• 作为产物：
  描述：

  4-苄基吡啶 在 sodium amide 作用下， 以 氨 、 水 为溶剂， 以1.2%的产率得到4,4′-dibenzyl-2,2′-bipyridine
  参考文献：
  名称：

  Substituted 2,2'-bipyridyl compounds and process for preparing same

  摘要：

  一种制备取代2,2'-联吡啶化合物的方法以及制备的几种化合物，该方法包括以下步骤：首先选择一个符合定义的取代吡啶的化合物，然后将过量的该取代吡啶与一定量的氨基钠混合，使得混合物在足够高的温度下形成取代的2,2'-联吡啶，并分离所形成的取代2,2'-联吡啶。新的取代2,2'-联吡啶化合物包括以下化合物：4,4'-二-(5-壬基)-2,2'-联吡啶；4,4'-二-(3-戊基)-2,2'-联吡啶；6,6'-二-(3-戊基)-2,2'-联吡啶；6,6'-二-(5-壬基)-2,2'-联吡啶；4,4'-二-(环己甲基)-2,2'-联吡啶；5,5'-二-(5-壬基)-2,2'-联吡啶；4,4'-二-(3-苯基丙基)-2,2'-联吡啶；4,4'-二-(4-四氢吡喃基)-2,2'-联吡啶；4,4'-二-苄基-2,2'-联吡啶；6,6'-二-异戊基-2,2'-联吡啶；以及4,4'-二-(叔丁基)-2,2'-联吡啶。

  公开号：

  US04177349A1

文献信息

• METHOD FOR PRODUCING 3,3-DIMETHYL-2-(1-PROPENYL) CYCLOPROPANE CARBOXYLATE
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1681282B1

  公开（公告）日：2013-01-23
• Method for producing 3, 3-dimethyl-2-(1-propenyl) cyclopropanecarboxylate
  申请人：Hagiya Koji

  公开号：US20070078278A1

  公开（公告）日：2007-04-05

  A method for producing 3,3-dimethyl-2-(1-propenyl)cyclopropanecarboxylate represented by the formula (2): wherein R 1 represent an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted aralkyl group, which comprises a 3,3-dimethyl-2-(2-carboxy-1-propenyl)cyclopropanecarboxylate represented by the formula (1): wherein R 1 is as described above, is brought into contact with a copper compound and a nitrogen-containing aromatic compound, is provided.
• US4177349A
  申请人：——

  公开号：US4177349A

  公开（公告）日：1979-12-04
• US4267335A
  申请人：——

  公开号：US4267335A

  公开（公告）日：1981-05-12
• US5874587A
  申请人：——

  公开号：US5874587A

  公开（公告）日：1999-02-23