N-(2-chlorophenyl)-1-(furan-2-yl)methanimine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-chlorophenyl)-1-(furan-2-yl)methanimine
• 化学式: C₁₁H₈ClNO
• 分子量: 205.644
• InChiKey: BDWOWJOEFZFPHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium tetrachloropalladate(II) 、 N-(2-chlorophenyl)-1-(furan-2-yl)methanimine 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 20.5h， 以80%的产率得到
  参考文献：
  名称：

  Palladium meditated CPhenyl–H bond activation of 2-furylimines versus tert-2-furylbenzylamines

  摘要：

  The reactions of 2-furylimines 2a-f and Na2PdCl4 in the presence of NaOAc at 8-10 degrees C result in nitrogen-palladium coordinated complexes 3a-f. Reduction of 2d-f with NaBH4 followed by N-methylation leads to the corresponding tert-2-furylbenzylamines 5a-c. Treatment of 5a-c with Na2PdCl4 at the same reaction condition as mentioned above affords palladacycles 6a-c where the Pd atoms connect to the phenyl ring rather than the furyl ring. The fact that 5a-c are more active than 2d-f in C-Phenyl-H bond activation implies that the electron density of C10 or C8 atom in former is higher than those in latter. Compounds 3a-f, 5a-c, 6a-c were identified by elemental analysis, IR and NMR. In addition, the structures of 3b, 3f and 6c were also confirmed by their single crystal X-ray diffractions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.041
• 作为产物：
  描述：

  糠醛 、 邻氯苯胺 以 甲醇 为溶剂， 以81%的产率得到N-(2-chlorophenyl)-1-(furan-2-yl)methanimine
  参考文献：
  名称：

  Palladium meditated CPhenyl–H bond activation of 2-furylimines versus tert-2-furylbenzylamines

  摘要：

  The reactions of 2-furylimines 2a-f and Na2PdCl4 in the presence of NaOAc at 8-10 degrees C result in nitrogen-palladium coordinated complexes 3a-f. Reduction of 2d-f with NaBH4 followed by N-methylation leads to the corresponding tert-2-furylbenzylamines 5a-c. Treatment of 5a-c with Na2PdCl4 at the same reaction condition as mentioned above affords palladacycles 6a-c where the Pd atoms connect to the phenyl ring rather than the furyl ring. The fact that 5a-c are more active than 2d-f in C-Phenyl-H bond activation implies that the electron density of C10 or C8 atom in former is higher than those in latter. Compounds 3a-f, 5a-c, 6a-c were identified by elemental analysis, IR and NMR. In addition, the structures of 3b, 3f and 6c were also confirmed by their single crystal X-ray diffractions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.041