diethyl (E,E)-cis-2,2'-[1,2-cyclohexanediylbis(iminomethylidyne)]bis[3-oxo-butanoate] | 189313-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl (E,E)-cis-2,2'-[1,2-cyclohexanediylbis(iminomethylidyne)]bis[3-oxo-butanoate]
• CAS: 189313-56-2
• 化学式: C₂₀H₃₀N₂O₆
• 分子量: 394.468
• InChiKey: XOJRGEXYMOQXKL-HHBSDRAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  diethyl (E,E)-cis-2,2'-[1,2-cyclohexanediylbis(iminomethylidyne)]bis[3-oxo-butanoate] 、 nickel(II) acetate tetrahydrate 以 甲醇 为溶剂， 以92%的产率得到(E,E)-[[diethyl cis-2,2'-[1,2-cyclohexanediylbis(iminomethylidyne)]bis[3-oxo-butanoato]](2-)-N,N',O(3),O(3')]nickel
  参考文献：
  名称：

  Syntheses, characterization, redox behavior and Lewis acidity of chiral nickel(II) and copper(II) Schiff base complexes

  摘要：

  Chiral nickel(II) and copper(II) Schiff base complexes with [N2O2] coordination derived from (1R,2R)- and (1S,2S)-1,2-diaminocyclohexane were prepared and characterized by H-1, C-13 NMR, IR and mass spectroscopy and polarimetric measurement in the case of the ligands. Cyclovoltammetric and spectrophotometric measurements revealed that the redox behavior and the Lewis acidity are influenced strongly by the substituents of the ligand. Substituents with high electron-withdrawing effect stabilize the lower oxidation state and promote the addition of axial ligands. The new nickel complex NiIc fits in a diagram which presents the correlation between the reduction potentials and Ig beta(2) values of a variety of known nickel(II) Schiff base complexes with different substituents R-1, R-2 and bridges X. No significant differences in Ig beta(2) with (R)-(+)-1-phenylethylamine were observed for RRNiIc and SSNiIc. Ligand SS2HIa (C20H30N2O6) crystallized in the orthorhombic system (P2(1)2(1)2(1)) with unit cell dimensions a = 11.035(2), b = 16.126(3), c = 24.676(5) Angstrom, and Z = 8; R = 0.045 and wR(2) = 0.115. The nickel complex RRNiIb (C18H14O2N2Ni . 0.5CH(2)Cl(2)) crystallized in the orthorhombic system (P2(1)2(1)2) with unit cell dimensions a = 18.404( 1), b = 18.657( 1), c = 5.621 (1) Angstrom, and Z = 4; R = 0.044 and wR(2) = 0.108. The structures were solved by direct methods and were refined by full-matrix least-squares procedures.

  DOI：

  10.1016/s0020-1693(96)05377-7