bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone | 202601-19-2

• 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: bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone
• 英文别名: Bis[3-(2-hydroxybenzylideneamino)phenyl]sulfone；2-[[3-[3-[(2-hydroxyphenyl)methylideneamino]phenyl]sulfonylphenyl]iminomethyl]phenol
• CAS: 202601-19-2
• 化学式: C₂₆H₂₀N₂O₄S
• 分子量: 456.522
• InChiKey: PPLDFTXCUUULGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  copper(II) acetate monohydrate 、 bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Self-assembling tetranuclear copper(II) complex of a bis-bidentate Schiff base: double-helical structure induced by aromatic π···π and CH···π interactions

  摘要：

  报告了双-N,O-二价席夫碱的四核铜(II)配合物的合成和结构；配体中两种类型的铜(II)中心和对两种构象自由度的偏好导致形成了一种独特的新型超分子结构，而不需要预先组织的合成方法。

  DOI：

  10.1039/a706284b
• 作为产物：
  描述：

  3,3'-二氨基二苯砜 、 水杨醛 以 乙醇 为溶剂， 反应 0.5h， 生成 bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone
  参考文献：
  名称：

  Self-assembling tetranuclear copper(II) complex of a bis-bidentate Schiff base: double-helical structure induced by aromatic π···π and CH···π interactions

  摘要：

  报告了双-N,O-二价席夫碱的四核铜(II)配合物的合成和结构；配体中两种类型的铜(II)中心和对两种构象自由度的偏好导致形成了一种独特的新型超分子结构，而不需要预先组织的合成方法。

  DOI：

  10.1039/a706284b

文献信息

• Synthesis, characterization and reactivity of a series of dinuclear copper complexes bearing the ligand bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone and derivatives
  作者：Armando M Guidote、Ken-ichi Ando、Kazunori Terada、Yasuhiko Kurusu、Hirotaka Nagao、Yoshiro Masuyama

  DOI：10.1016/s0020-1693(01)00589-8

  日期：2001.11

  The ligands bis[3-(X-2-hydroxybenzylideneamino)phenyl] sulfones (X = none: BHBAPS, X = 3-tert-butyl: BH(t-Bu)BAPS and X = 3,5-dichloro: BHCl(2)BAPS) were prepared. These, together with Cu(OAc)(2) were used in the syntheses of the dinuclear copper complexes Cu-2(BBAPS)(mu -OMe)(2) (1), Cu-2[B(t-Bu)BAPS] (mu -OH)(2) (2), and Cu-2[BCl(2)BAPS] (mu -OMe)(2) (3). Complex 1 was crystallographically characterized. The structures of 2 and 3 are similar to 1 by comparison of IR, UV-Vis, FAB-MS and elemental analyses results. Complexes 1-3 (1 mol%) were used in the oxidation of 2,4- and 2,6-di-t-butylphenol (dtbp) at -50 degreesC with H2O2. The results show that (1) the coupling products are preferred when CH2Cl2 is used; and (2) the quinone yield increases when THF is utilized. In CH2Cl2 with 2,4-dtbp, the yield of the coupling product based on the complex amount, is in the order 2, 1, and 3 with yields of 6300, 4700 and 200%, respectively, Low temperature UV-Vis results of the reaction of 1 with H2O2 showed the growth of peaks at 390 and 580 nm indicative of a mu-eta (2):eta (2)-peroxo or mu-eta (1):eta (1)-hydroperoxo intermediate. At -50 degreesC, this spectrum does not change. But when warmed to 0 degreesC, a spectrum similar to the original spectrum was obtained. This probably indicates hydrogen radical abstractions of the peroxo intermediate from solvents, and if excess H2O2 is present, the peroxo intermediate may again be formed. This reusability of the complex explains the high yield using 1 and 2. (C) 2001 Elsevier Science B.V. All rights reserved.