(2,6-Dichlorbenzaldehyd)-2,4,6-trimethylanil | 17432-56-3

• 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: (2,6-Dichlorbenzaldehyd)-2,4,6-trimethylanil
• 英文别名: 1-(2,6-dichlorophenyl)-N-(2,4,6-trimethylphenyl)methanimine
• CAS: 17432-56-3
• 化学式: C₁₆H₁₅Cl₂N
• 分子量: 292.208
• InChiKey: SNSJWFSNUOAOCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2,6-Dichlorbenzaldehyd)-2,4,6-trimethylanil 在 P(C₆H₅)3 作用下， 以 溶剂黄146 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Exo- and endo-cyclopalladated compounds of N-benzylideneamines. Synthesis and X-ray structure of [P-2′,4′,6′-Me3C6H2)-3,5-Me2C6H2}Br]2

  摘要：

  The action of Pd(AcO)2 on the imines C6RmH5-mCH=N(CH2)pC6Rn'H5-n has been studied. Five-membered endo-metallacycles were obtained from the imines 1a (R = 4-Cl, p = 0, R' = 2',4',6'-Me3) and lb (R = 2-Cl, p = 0, R'= 2',4',6'-Me3), by activation of a C(aromatic)-H bond and from the imine lc (R = 2,6-Cl 2, p = 0, R' = 2',4',6'-Me3), by oxidative addition of the ortho C-Cl bonds to Pd0 formed in situ. Six-membered endo-metallacycles were obtained from the imine 1d (R = 2,4,6-Me3, P = 0, R' = 2',4',6'-Me3) by activation of a C(aliphatic)-H bond. Imines le (R = 2,6-Cl2, p = 1, R' = 2'-Me) and If (R = 2,6-Cl2, P = 1, R'= 2'-Cl afforded five-membered exo-metallacycles, but the formation, in low yield, of the endo-compounds by oxidative addition of the ortho C-Cl bonds was also observed. These results show the strong tendency of imines to form endo-cyclic compounds. Complexes [PdBr(C N)(PPh3)] can be obtained by the action of PPh3 on the new cyclometallated compounds prepared. [Pd{1-CH2-2-(CH=N-2',4',6'-Me3C6H2)-3,5-Me2C6H2}Br]2 Crystallizes in the monoclinic space group C2/c with a = 19.333(3); b = 13.511(2); c = 14.092(2) angstrom, beta = 96.94(2) and Z = 4. The endo six-membered ring displays a half-skew-chair conformation, with the palladium atom out of the plane (0.937 angstrom) defined by the other atoms.

  DOI：

  10.1016/0022-328x(93)83328-s