9-(4-(bis(pyridine-2-ylmethyl)amino)phenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione | 1351516-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-(4-(bis(pyridine-2-ylmethyl)amino)phenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione
• CAS: 1351516-34-1
• 化学式: C₃₅H₃₈N₄O₂
• 分子量: 546.712
• InChiKey: KWLVPZHOWQFSEG-UHFFFAOYSA-N

物化性质

• 熔点：
  209-211 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• 沸点：
  734.6±60.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  75.19
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxodecahydroacridine 在 sodium carbonate 、 calcium chloride 、 锌 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 9-(4-(bis(pyridine-2-ylmethyl)amino)phenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione
  参考文献：
  名称：

  Photoinduced Electron Transfer (PET) Based Zn²⁺ Fluorescent Probe: Transformation of Turn-On Sensors into Ratiometric Ones with Dual Emission in Acetonitrile

  摘要：

  Ratiometric sensors for the detection of metal ions have gained increasing attention due to its self-calibration tendency for the environmental effects. In this context, we have synthesized and characterized a dual emitting ratiometric Zn2+ probe (1) having acridinedione as a fluorophore and N,N-bis(2-pyridylmethyl)amine (BPA) as a receptor unit. Existence of two different conformation of the molecule with photoinduced electron transfer (PET) from amine moiety to the acridinedione fluorophore leads to dual emission, namely locally excited (425 nm) and anomalous charge transfer emission (560 nm) in aprotic solvents. In the presence of one equivalent of Zn2+, a 15-fold fluorescence enhancement in the locally excited state together with the quenching of charge transfer emission is observed. The intensity changes at the two emission peaks allow a ratiometric detection of Zn2+ under PET signaling mechanism. The utilization of PET process for the ratiometric fluorescence change will further signify the importance of PET mechanism in sensing action. Addition of Zn2+ to 1 in acetonitrile/water mixtures shows a single emission peak with fluorescence enhancement.

  DOI：

  10.1021/jp209061f