2,2'-bipyridine copper(II) flavonolate perchlorate | 207455-33-2

• 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: 2,2'-bipyridine copper(II) flavonolate perchlorate
• 英文别名: (2,2'-bipyridine)flavonolatocopper(II) perchlorate；copper;4-oxo-2-phenylchromen-3-olate;2-pyridin-2-ylpyridine;perchlorate
• CAS: 207455-33-2；199924-80-6
• 化学式: C₂₅H₁₇ClCuN₂O₇
• 分子量: 556.418
• InChiKey: RKDOYFFJLYUKLW-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  36
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,2'-bipyridine copper(II) flavonolate perchlorate 、 氧气 以 乙腈 为溶剂， 以93.51%的产率得到
  参考文献：
  名称：

  Quercetinase model studies. The oxygenation of flavonol catalyzed by a cationic 2,2′-bipyridine copper(II) flavonolate complex1Dedicated to Professor Gottfried Huttner on the occasion of his 60th birthday.1

  摘要：

  The catalyst [Cu(II)(bpy)(fla)]ClO(4), 1, was prepared from Cu(CH(3)CN)(4)ClO(4), 2,2'-bipyridine (bpy), flavonol (flaH), and dioxygen in acetonitrile at ambient conditions. The flavonolato copper complex 1 reacts with molecular oxygen slowly at room temperature but reasonably fast at around 100 degrees C in acetonitrile or DMF to the O-benzoylsalicylato copper complex [Cu(II)(bpy)(O-bs)]ClO(4) in good yield. Kinetics of the oxygenation of 1 shows that there are two kinetically not interpretable segments of the reaction, however 1 is a good catalyst for the oxygenation of flavonol to O-benzoylsalicylic acid (O-bsH) at around 100 degrees C. Kinetic studies of the catalytic reaction resulted in the rate expression -d[flaH]/dt = k(obs)[flaH][catalyst](2)[O(2)](2). The reaction constant at 100 degrees C was found to be k(obs) = 7.20 +/- 0.13 X 10(10) mol(-4) dm(12) s(-1), with activation parameters Delta H double dagger = 80.83 +/- 3.14 kJ mol(-1), Delta S double dagger = 179.61 +/- 8.82 J mol(-1) K(-1). (C) 1998 Elsevier Science B.V.

  DOI：

  10.1016/s1381-1169(97)00208-2
• 作为产物：
  描述：

  2,2'-联吡啶 、 3-羟基黄酮 、 tetrakis(acetonitrile)copper(I) perchlorate 在 氧气 作用下， 以 乙腈 为溶剂， 以90.76%的产率得到2,2'-bipyridine copper(II) flavonolate perchlorate
  参考文献：
  名称：

  Quercetinase model studies. The oxygenation of flavonol catalyzed by a cationic 2,2′-bipyridine copper(II) flavonolate complex1Dedicated to Professor Gottfried Huttner on the occasion of his 60th birthday.1

  摘要：

  The catalyst [Cu(II)(bpy)(fla)]ClO(4), 1, was prepared from Cu(CH(3)CN)(4)ClO(4), 2,2'-bipyridine (bpy), flavonol (flaH), and dioxygen in acetonitrile at ambient conditions. The flavonolato copper complex 1 reacts with molecular oxygen slowly at room temperature but reasonably fast at around 100 degrees C in acetonitrile or DMF to the O-benzoylsalicylato copper complex [Cu(II)(bpy)(O-bs)]ClO(4) in good yield. Kinetics of the oxygenation of 1 shows that there are two kinetically not interpretable segments of the reaction, however 1 is a good catalyst for the oxygenation of flavonol to O-benzoylsalicylic acid (O-bsH) at around 100 degrees C. Kinetic studies of the catalytic reaction resulted in the rate expression -d[flaH]/dt = k(obs)[flaH][catalyst](2)[O(2)](2). The reaction constant at 100 degrees C was found to be k(obs) = 7.20 +/- 0.13 X 10(10) mol(-4) dm(12) s(-1), with activation parameters Delta H double dagger = 80.83 +/- 3.14 kJ mol(-1), Delta S double dagger = 179.61 +/- 8.82 J mol(-1) K(-1). (C) 1998 Elsevier Science B.V.

  DOI：

  10.1016/s1381-1169(97)00208-2

文献信息

• (2,2'-Bipyridine)(flavonolato)copper(II) Perchlorate, [Cu(bpy)(fla)]ClO₄
  作者：I. Lippai、G. Speier、G. Huttner、L. Zsolnai

  DOI：10.1107/s0108270197005568

  日期：1997.11.15

  3-Hydroxyflavone coordinates to Cu-II together with the auxiliary ligand 2,2'-bipyridine to form a stable cationic flavonolato-copper(II) complex, [Cu(C15H9O3)(C10H8N2)]ClO4. The complex has distorted square pyramidal geometry. Two O atoms of the flavonol and the N atoms of the chelating bpy ligand are in the basal position, while a perchlorate O atom occupies the apical position.