1,4-di-(2'-benzthiazolyl)aminophthalazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,4-di-(2'-benzthiazolyl)aminophthalazine
• 英文别名: 1-N,4-N-bis(1,3-benzothiazol-2-yl)phthalazine-1,4-diamine
• 化学式: C₂₂H₁₄N₆S₂
• 分子量: 426.525
• InChiKey: VKNBQIWWRPRXQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4-di-(2'-benzthiazolyl)aminophthalazine 、 氧气 、 iron(II) chloride 以 甲醇 为溶剂， 反应 4.0h， 以80%的产率得到[Fe₂(μ-OMe)₂(1,4-di-(2'-benzthiazolyl)aminophthalazine(2-))Cl₄]
  参考文献：
  名称：

  Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes

  摘要：

  A series of diiron(III) complexes of 1,3-bis(2'-arylimino)isoindoline, [(Fe(L)Cl)(2)O] and 1,4-di-(2'-aryl)aminophthalazine, [Fe-2(mu-OMe)(2)(H2L)Cl-4], including new structurally characterized ligands, 1,4-di-(4'-methyl-2'-thiazolyl)aminophthalazine and 1,4-di-(2'-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L-1,L-2)Cl)(2)O] catalysts, direct correlation has been found between the oxidative and catalase-like activity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.06.030
• 作为产物：
  描述：

  1,3-bis(benzthiazol-2-ylimino)isoindoline 在 一水合肼 作用下， 以 四氢呋喃 为溶剂， 生成 1,4-di-(2'-benzthiazolyl)aminophthalazine
  参考文献：
  名称：

  Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes

  摘要：

  A series of diiron(III) complexes of 1,3-bis(2'-arylimino)isoindoline, [(Fe(L)Cl)(2)O] and 1,4-di-(2'-aryl)aminophthalazine, [Fe-2(mu-OMe)(2)(H2L)Cl-4], including new structurally characterized ligands, 1,4-di-(4'-methyl-2'-thiazolyl)aminophthalazine and 1,4-di-(2'-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L-1,L-2)Cl)(2)O] catalysts, direct correlation has been found between the oxidative and catalase-like activity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.06.030

文献信息

• Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes
  作者：Miklós Szávuly、Szilvió D. Szilvási、Róbert Csonka、Dániel Klesitz、Gábor Speier、Michel Giorgi、József Kaizer

  DOI：10.1016/j.molcata.2014.06.030

  日期：2014.11

  A series of diiron(III) complexes of 1,3-bis(2'-arylimino)isoindoline, [(Fe(L)Cl)(2)O] and 1,4-di-(2'-aryl)aminophthalazine, [Fe-2(mu-OMe)(2)(H2L)Cl-4], including new structurally characterized ligands, 1,4-di-(4'-methyl-2'-thiazolyl)aminophthalazine and 1,4-di-(2'-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L-1,L-2)Cl)(2)O] catalysts, direct correlation has been found between the oxidative and catalase-like activity. (C) 2014 Elsevier B.V. All rights reserved.