(Cu(II)(flavonolate)(1,3-bis(2-pyridylimino)isoindolinate))*CH3CN | 300662-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (Cu(II)(flavonolate)(1,3-bis(2-pyridylimino)isoindolinate))*CH3CN
• 英文别名: copper;acetonitrile;1-N,3-N-dipyridin-2-ylisoindol-2-ide-1,3-diimine;4-oxo-2-phenylchromen-3-olate
• CAS: 300662-54-8
• 化学式: C₂H₃N*C₃₃H₂₁CuN₅O₃
• 分子量: 640.16
• InChiKey: VYHSWPUEKKXIHH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.08
• 重原子数：
  45
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (Cu(II)(flavonolate)(1,3-bis(2-pyridylimino)isoindolinate)) 、 乙腈 以 乙腈 为溶剂， 生成 (Cu(II)(flavonolate)(1,3-bis(2-pyridylimino)isoindolinate))*CH3CN
  参考文献：
  名称：

  Preparation and Oxygenation of (Flavonolato)copper Isoindoline Complexes with Relevance to Quercetin Dioxygenase

  摘要：

  Mesitylcopper reacts with flavonol (flaH) in the presence of 1,3-bis(2-pyridylimino)isoindoline (indH) to yield the diamagnetic complex Cu-I(fla)(indH), which on reaction with molecular oxygen undergoes oxidative splitting of the C2-C3 bond of the pyranone ring of the flavonolate ligand to give Cu-I(indH)(O-bs) (O-bs = O-benzoylsalicylate) (orthorhombic, P (1) over bar, a = 8.048(7) Angstrom, b = 8.969(9) Angstrom, c = 19.240(2) Angstrom, alpha = 85.69 degrees, beta 80.24(7)degrees, gamma = 77.87(7)degrees, V = 1337(2) Angstrom(3), Z = 2) and carbon monoxide. The reaction of [Cu-I(CH3CN)(4)]ClO4, flaH, and indH with dioxygen at room temperature affords the paramagnetic complex [Cu-II(Ra)(indH)]ClO4 (mu = 2.10 mu(B)), and after elimination of HClO4, Cu-II(fla)(ind) (orthorhombic, P-bca. a = 8.888(2) Angstrom, b = 19.169(7) Angstrom, c = 33.614(10) Angstrom, alpha = beta = gamma = 90 degrees, V = 5727(3) Angstrom(3), Z = 8) With mu = 1.86 mu(B) is formed. The latter undergoes cleavage of the pyranone ring on oxygenation at 80 degrees C to give Cu-II(ind)(O-bs) (mu = 1.87 mu(B), nu(CO) = 1742 cm(-1), and nu(CO2) = 1581, 1387 cm(-1)) and carbon monoxide. Cu-II(fla)(ind) and [Cu-II(fla)(indH)]ClO4 serve as good catalysts for the oxygenation of flavonol to O-benzoylsalicylic acid.

  DOI：

  10.1021/ic990521r