1-methylbenzoquinoline | 22305-96-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-methylbenzoquinoline
• 英文别名: 1-Methyl-1-azaphenalen；1-Methylbenzo[de]quinoline
• CAS: 22305-96-0
• 化学式: C₁₃H₁₁N
• 分子量: 181.237
• InChiKey: LFFYYBRLWVEVPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(N,N-dimethylamino)-8-<(Z)-2-bromoethenyl>naphthalene 在 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 1-methylbenzoquinoline
  参考文献：
  名称：

  The case of the missing acetylene. The mechanism of an intramolecular SN(V) reaction and a new route to 1-methylbenzo[de]quinolines

  摘要：

  邻位具有二甲氨基的 1-卤代-2-(1-萘基)烯烃在温和条件下顺利转化为 1-甲基苯并[去]喹啉，该过程涉及损失 MeBr 而不是 HBr。 Z-溴化物的反应性是其E-异构体的45倍，是Z-氯化物的反应性的7倍。这些系统旨在有效消除 HBr，但乙炔不太可能是中间体。有充分的证据支持两种替代的添加 - 消除机制： 6-endo-dig 路线将涉及不寻常环境中的“正常”添加 - 消除过程；以及串联的 5-exo-dig 迈克尔加成-卡宾重排。迄今为止的证据还不允许在两者之间做出最终选择。

  DOI：

  10.1039/a900090i

文献信息

• HETEROCYCLIC COMPOUND, AND ORGANIC ELECTROLUMINESCENCE DEVICE AND ORGANIC ELECTROLUMINESCENCE DISPLAY DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20190084986A1

  公开（公告）日：2019-03-21

  Provided are a heterocyclic compound represented by Formula 1 and an organic electroluminescence device and an organic electroluminescence display device including the heterocyclic compound represented by Formula 1 in an emission layer. In Formula 1, A is represented by Formula 2, D 1 is represented by Formula 3, and D 2 is represented by Formula 4.

  提供的是一种由化学式1表示的杂环化合物，以及包括化学式1表示的杂环化合物在发射层中的有机电致发光器件和有机电致发光显示器件。在化学式1中，A由化学式2表示，D1由化学式3表示，D2由化学式4表示。
• Coupling catalyst and process using the same
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20030162950A1

  公开（公告）日：2003-08-28

  There are disclosed a process for producing a coupling compound of formula (1): (Y—) (n-1) R 1 —R 2 —(R 1 ) (n′-1) (1), wherein R 1 and R 2 independently represent a substituted or unsubstituted aryl group, which process is characterized by reacting an unsaturated organic compound of formula (2): n ′(R 1 X 1 n )  (2) wherein n, n′, and R 1 are the same as defined above, and X 1 is the same or different and independently represents a leaving group and bonded with a sp2 carbon atom of R 1 group, with a boron compound of formula (3): m {R 2 (BX 2 2 ) n′ }  (3) wherein R 2 and n′ are the same as defined above, X 2 represents a hydroxy group, an alkoxy group, in the presence of a catalyst containing (A) a nickel compound, and (B) a nitrogen-containing cyclic compound, and the catalyst.

  揭示了一种制备公式(1)的偶联化合物的方法：(Y-)(n-1)R1-R2-(R1)(n′-1)(1)，其中R1和R2独立地表示取代或未取代的芳基基团，该方法的特征在于将公式(2)的不饱和有机化合物反应：n′(R1X1n)(2)，其中n、n′和R1如上定义，而X1相同或不同且独立地表示离去基并与R1基的sp2碳原子结合，与公式(3)的硼化合物反应：mR2(BX22)n′(3)，其中R2和n′如上定义，X2表示羟基、烷氧基，存在(A)镍化合物和(B)含氮环状化合物的催化剂的存在下。
• ORGANIC COMPOUNDS CONTAINING SILICON OR GERMANIUM, TRANSITION METAL COMPLEXES, CATALYST FOR $g(a)-OLEFIN POLYMERIZATION, AND PROCESSES FOR PRODUCING $g(a)-OLEFIN POLYMERS
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP0985674A1

  公开（公告）日：2000-03-15

  An alkali metal- or alkali earth metal-containing organic compound (i) is reacted with a leaving group- and silicon- or germanium-containing compound (ii) in the presence of a nitrogen-containing aromatic heterocyclic compound. By such a method, it is possible to produce a silicon- or germanium-containing organic compound, for example, a cyclopentadienyl compound cross-linked by a silicon atom or a germanium atom, typically a cyclopentadienyl compound which is substituted with a substituted or unsubstituted silyl or germyl group, for a short time with a high yield.

  含碱金属或碱土金属的有机化合物(i)在含氮芳香杂环化合物存在下与离去基团和含硅或锗的化合物(ii)反应。通过这种方法，可以在短时间内以高产率生产出含硅或锗的有机化合物，例如，由硅原子或锗原子交联的环戊二烯基化合物，通常是由取代或未取代的硅基或锗基取代的环戊二烯基化合物。
• Cross-Coupling catalyst comprising a cyclic nitrogen ligand and process using the same
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1306131A2

  公开（公告）日：2003-05-02

  There are disclosed a process for producing a coupling compound of formula (1):         (Y-)(n-1)R1-R2-(R1)(n'-1)     (1),    wherein R1 and R2 independently represent    a substituted or unsubstituted aryl group,    which process is characterized by reacting       an unsaturated organic compound of formula (2):         n'(R1X1 n)     (2)    wherein n, n', and R1 are the same as defined above, and X1 is the same or different and independently represents a leaving group and bonded with a sp2 carbon atom of R1 group,    with a boron compound of formula (3):         m R2(BX2 2)n'}     (3)    wherein R2 and n' are the same as defined above, X2 represents a hydroxy group, an alkoxy group, in the presence of a catalyst containing (A)a nickel compound, and (B)a nitrogen-containing cyclic compound, and the catalyst.

  公开了一种生产式（1）偶联化合物的工艺： (Y-)(n-1)R1-R2-(R1)(n'-1) (1)、 其中 R1 和 R2 独立地代表 取代或未取代的芳基、 该工艺的特点是 式 (2) 的不饱和有机化合物： n'(R1X1 n) (2) 其中 n、n'和 R1 与上述定义相同，X1 与上述定义相同或不同，且独立地代表离去基团并与 R1 基团的 sp2 碳原子结合、 与式 (3) 的硼化合物结合： m R2(BX2 2)n'} (3) 其中 R2 和 n'与上文所定义的相同，X2 代表羟基、烷氧基，在催化剂存在下，含有 (A) 镍化合物，和 (B)一种含氮环状化合物和催化剂。
• Heterocyclic compound, and organic electroluminescence device and organic electroluminescence display device including the same
  申请人：Samsung Display Co., Ltd.

  公开号：US10844065B2

  公开（公告）日：2020-11-24

  Provided are a heterocyclic compound represented by Formula 1 and an organic electroluminescence device and an organic electroluminescence display device including the heterocyclic compound represented by Formula 1 in an emission layer. In Formula 1, A is represented by Formula 2, D1 is represented by Formula 3, and D2 is represented by Formula 4.

  本发明提供了一种由式 1 表示的杂环化合物以及一种有机电致发光器件和一种有机电致发光显示装置，其中发射层中包括由式 1 表示的杂环化合物。在式 1 中，A 由式 2 表示，D1 由式 3 表示，D2 由式 4 表示。