| 1393348-84-9

• CAS: 1393348-84-9
• 化学式: C₁₉H₁₈Cl₂N₂OS₂Zn
• 分子量: 490.793
• InChiKey: KHWHRXRKZWXRIW-NGNMXZIJSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  zinc(II) chloride dihydrate 、 4-methyl-2,6-bis((thiophen-2-ylmethylimino)methyl)phenol 以 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Radical Pathway in Catecholase Activity with Zinc-Based Model Complexes of Compartmental Ligands

  摘要：

  Four dinuclear and three mononuclear Zn-II complexes of phenol-based compartmental ligands (HL1-HL7) have been synthesized with the aim to investigate the viability of a radical pathway in catecholase activity. The complexes have been characterized by routine physicochemical studies as well as X-ray single-crystal structure analysis: [Zn-2(H2L1)(OH)(H2O)(NO3)](NO3)(3) (1), [Zn2L2Cl3] (2), [Zn2L3Cl3] (3), [Zn-2(L-4)(2)(CH3COO)(2)] (4), [Zn(HL5)Cl-2] (5), [Zn(HL6)Cl-2] (6), and [Zn(HL7)Cl-2] (7) [L-1-L-3 and L-5-L-7 = 2,6-bis(R-iminomethyl)-4-methylphenolato, where R= N-ethylpiperazine for L-1, R = 2-(N-ethyl)pyridine for L-2, R = N-ethylpyrrolidine for L-3, R = N-methylbenzene for 1,5, R = 2-(N-methyl)thiophene for L-6, R = 2-(N-ethyl)thiophene for L-7, and L-4 = 2-formyl-4-methyl-6-N-methylbenzene-iminomethyl-phenolato]. Catecholase-like activity of the complexes has been investigated in methanol medium by UV-vis spectrophotometric study using 3,5-di-tert-butylcatechol as model substrate. All complexes are highly active in catalyzing the aerobic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylbenzoquinone (3,5-DTBQ). Conversion of 3,5-DTBC to 3,5-DTBQ catalyzed by mononuclear complexes (5-7) is observed to proceed via formation of two enzyme-substrate adducts, ES1 and ES2, detected spectroscopically, a finding reported for the first time in any ZnII complex catalyzed oxidation of catechol. On the other hand, no such enzyme-substrate adduct has been identified, and 3,5-DTBC to 3,5-DTBQ conversion is observed to be catalyzed by the dinuclear complexes (14) very smoothly. EPR experiment suggests generation of radicals in the presence of 3,5-DTBC, and that finding has been strengthened by cyclic voltammetric study. Thus, it may be proposed that the radical pathway is probably responsible for conversion of 3,5-DTBC to 3,5-DTBQ promoted by complexes of redox-innocent Zn-II ion. The ligand-centered radical generation has further been verified by density functional theory calculation.

  DOI：

  10.1021/ic300400v