Zn(II) 4'-methoxyflavonolate (3,3'-iminobis(N,N-dimethylpropylamine)) perchlorate | 226063-90-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: Zn(II) 4'-methoxyflavonolate (3,3'-iminobis(N,N-dimethylpropylamine)) perchlorate
• 英文别名: zinc;N-[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine;2-(4-methoxyphenyl)-4-oxochromen-3-olate;perchlorate
• CAS: 226063-90-7
• 化学式: C₂₆H₃₆N₃O₄Zn*ClO₄
• 分子量: 619.43
• InChiKey: HVUFALMAODIKNQ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -1.74
• 重原子数：
  39
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  151
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Zn(II) 4'-methoxyflavonolate (3,3'-iminobis(N,N-dimethylpropylamine)) perchlorate 、 氧气 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Kinetics and mechanism of the stoichiometric oxygenation of the ionic zinc(II) flavonolate complex [Zn(fla)(idpa)]ClO4 (fla=flavonolate; idpa=3,3′-iminobis(N,N-dimethylpropylamine))

  摘要：

  The preparation and characterization of [Zn-II(4 'R-fla)(idpa)]ClO4 (fla = flavonolate; idpa = 3,3 ' -iminobis (N,N-dimethyl-propylamine) complexes are described. Oxygenation of [Zn-II(fla)(idpa)]ClO4 in dimethylformamide solution at elevated conditions gives [Zn-II(idpa)(O-bs)]ClO4 (O-bs = O-benzoylsalicylate) and carbon monoxide. The oxygenolysis of [Zn-II(fla)(idpa)]ClO4 in DMF was followed by electronic spectroscopy and the rate constants were determined according to the rate law -d[{Zn-II(fla)(idpa))ClO4]/dt = k(obs) [{Zn-II(fla)(idpa)}ClO4][O-2]. The rate constant, activation enthalpy and entropy at 373 K are as follows: k(obs) (M(-1)s(-1)) = (3.11 +/- 0.12) x 10(-3), DeltaH(double dagger) (kJ mol(-1)) = 75 +/- 5, DeltaS(double dagger) (J mol(-1) K-1) = -96 +/- 13. The reaction fits a Hammett linear free energy relationship for 4 ' -substituted flavonols, and electron-releasing groups make the oxygenation reaction faster In the course of the reaction O-2(.-) was formed suggesting a SET mechanism. [Zn-II(fla)(idpa)]ClO4 does not catalyze the oxygenation of flavonols. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(01)00130-3
• 作为产物：
  描述：

  zinc perchlorate 、 3-羟基-4-甲氧基黄酮 、 3,3′-亚氨基双(N,N-二甲基丙胺) 以 乙醇 、 甲苯 为溶剂， 以80%的产率得到Zn(II) 4'-methoxyflavonolate (3,3'-iminobis(N,N-dimethylpropylamine)) perchlorate
  参考文献：
  名称：

  [3,3'-Iminobis(N,N-dimethylpropylamine)](4'-methoxyflavonolato)zinc(II) perchlorate, [Zn(4'-MeOfla)(idpaH)]ClO₄

  摘要：

  The title compound, [Zn(C16H11O4)(C10H25N3)]ClO4, contains a cationic five-coordinate zinc(II) complex with distorted trigonal-bipyramidal geometry. Two N atoms of the tridentate 3,3'-iminobis(N,N-dimethyl-propylamine) (idpaH) ligand and one O atom of the 4'-methoxyflavonolate (4'-MeOfla) ligand occupy basal positions, the other O atom of the flavonolate ligand and one N atom of the idpaH ligand being in apical positions.

  DOI：

  10.1107/s0108270198016795