2,2'-dimethyl-4,4'-biquinoline | 52191-71-6

• 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: 2,2'-dimethyl-4,4'-biquinoline
• 英文别名: 2,2'-dimethyl-4,4'-biquinolyl；4,4'-biquinaldine；2,2'-dimethyl-[4,4']biquinolinyl；2,2'-Dimethyl-4,4'-bichinolin；4,4'-Bi(2-methylchinolinyl)；4,4'-Biquinoline, 2,2'-dimethyl-；2-methyl-4-(2-methylquinolin-4-yl)quinoline
• CAS: 52191-71-6
• 化学式: C₂₀H₁₆N₂
• 分子量: 284.36
• InChiKey: MRCJSTNGLOEIAY-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  310 °C(Press: 15 Torr)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-methyl-4-quinolylgold(I) 以95%的产率得到2,2'-dimethyl-4,4'-biquinoline
  参考文献：
  名称：

  有机金化学：IV。喹啉基和菲啶基金（I）化合物

  摘要：

  DOI：

  10.1016/s0022-328x(00)85924-0

文献信息

• Activation of reducing agents. Sodium hydride containing complex reducing agents 23. Symmetrical coupling of nitrogen-containing heterocyclic halides
  作者：R. Vanderesse、M. Lourak、Y. Fort、P. Caubere

  DOI：10.1016/s0040-4039(00)85243-0

  日期：1986.1

  The preparation of NiCRA (NaH-BONa-Ni(OAc)2) in the presence of PPh3, leads to a reagent (termed NiCRA-PPh3) which is shown to be one of the most efficient Ni containing reagents reported so far for the homocoupling of heteroaromatic halides.

  在PPh 3存在下制备NiCRA（NaH-BONA -Ni（OAc）2）导致产生一种试剂（称为NiCRA-PPh 3），该试剂被证明是迄今为止报道的最有效的含Ni试剂之一用于杂芳族卤化物的均偶联。
• Electrocatalytic Oxidative Coupling of Methylquinolines on TEMPO-modified Graphite Felt Electrodes
  作者：Yoshitomo Kashiwagi、Hiroaki Ono、Tetsuo Osa

  DOI：10.1246/cl.1993.257

  日期：1993.2

  respectively, both in ca. 94% isolated yield and ca. 90% current efficiency on a graphite felt electrode coated with a thin poly(acrylic acid) layer containing 4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl (4-amino-TEMPO). The reaction proceeds via electrocatalytic oxidation of the modified-TEMPO species. The electrode was not inactivated during electrolysis and could be used repeatedly.

  2- 和 4- 甲基喹啉分别氧化为 2,2'-二甲基-4,4'-联喹啉和 4,4'-二甲基-2,2'-联喹啉，两者均在约 94% 分离产率和 ca。在涂有含有 4-氨基-2,2,6,6-四甲基哌啶基-1-氧基（4-氨基-TEMPO）的聚（丙烯酸）薄层的石墨毡电极上的电流效率为 90%。该反应通过修饰的 TEMPO 物质的电催化氧化进行。电极在电解过程中未失活，可重复使用。
• A convenient synthetic route to bis-heteroaromatic and bis-heterocyclic compounds promoted by liganded nickel complex reducing agents.
  作者：Yves Fort、Sandrine Becker、Paul Caubère

  DOI：10.1016/s0040-4020(01)89303-0

  日期：1994.1

  A number of nitrogen, sulfur or oxygen containing bis-heteroaromatic or bis-heterocyclic derivatives have been synthesized in good to excellent yields by homo-coupling of the corresponding halogenated compounds in the presence of liganded (triphenylphospine or 2,2'-bipyridine) nickel Complex Reducing Agents in THF or DME at 63 degrees C.
• Yamanaka, Hiroshi; An-naka, Masayuki; Kondo, Yoshinori, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 10, p. 4309 - 4313
  作者：Yamanaka, Hiroshi、An-naka, Masayuki、Kondo, Yoshinori、Sakamoto, Takao

  DOI：——

  日期：——
• Efficient Cobalt-Catalyzed Formation of Unsymmetrical Biaryl Compounds and Its Application in the Synthesis of a Sartan Intermediate
  作者：Muriel Amatore、Corinne Gosmini

  DOI：10.1002/anie.200704402

  日期：2008.2.28