2-bromo-5-chloro-1,3-bis((dimethylamino)methyl)benzene | 153763-92-9

• 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-bromo-5-chloro-1,3-bis((dimethylamino)methyl)benzene
• 英文别名: 1-[2-bromo-5-chloro-3-[(dimethylamino)methyl]phenyl]-N,N-dimethylmethanamine
• CAS: 153763-92-9
• 化学式: C₁₂H₁₈BrClN₂
• 分子量: 305.645
• InChiKey: DRLMKFPUHVLTAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)nickel (0) 、 2-bromo-5-chloro-1,3-bis((dimethylamino)methyl)benzene 以 四氢呋喃 为溶剂， 以55%的产率得到{(4-chloro-2,6-bis((dimethylamino)methyl)phenyl)nickel(II) bromide}
  参考文献：
  名称：

  Electronic tuning of arylnickel(II) complexes by para substitution of the terdentate monoanionic 2,6-bis[(dimethylamino)methyl]phenyl ligand

  摘要：

  Aryl bromides of the type BrC6H2(CH2NMe2)2-2,6-R-4 (R = NH2, MeO, H, Cl, MeC(O)) have been synthesized and have been used to prepare the corresponding organonickel(II) complexes [Ni{C6H2(CH2NMe2)2-2,6-R-4}Br] by an oxidative addition reaction to Ni0(COD)2 (COD = cycloocta-1,5-diene). The effect that the para substituent of the monoanionic, N,C,N' terdentate, aryl ligand has on the electronic properties of the nickel complexes has been investigated by C-13 NMR and UV/vis spectroscopy as well as by electrochemistry. The results show that para substitution on the aryl ligand markedly influences the nickel(II) center; electron-donating substituents increase the ease of oxidation to Ni(III), and direct correlations exist between chemical shift data for the carbon atom bonded to nickel and appropriate Hammett parameters.

  DOI：

  10.1021/om00014a020