9-(6-[2-(4-n-butylphenyl)-6-(6-naphthalen-1-yl-pyridin-2-yl)-pyrimidin-4-yl]-pyridin-2-yl)-acridine | 929913-77-9

• 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-(6-[2-(4-n-butylphenyl)-6-(6-naphthalen-1-yl-pyridin-2-yl)-pyrimidin-4-yl]-pyridin-2-yl)-acridine
• 英文别名: 9-[6-[2-(4-Butylphenyl)-6-(6-naphthalen-1-ylpyridin-2-yl)pyrimidin-4-yl]pyridin-2-yl]acridine
• CAS: 929913-77-9
• 化学式: C₄₇H₃₅N₅
• 分子量: 669.828
• InChiKey: IOLMOUMXIRRSGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 9-(6-[2-(4-n-butylphenyl)-6-(6-naphthalen-1-yl-pyridin-2-yl)-pyrimidin-4-yl]-pyridin-2-yl)-acridine 以 氯仿 、 乙腈 为溶剂， 生成 (9-(6-[2-(4-n-butylphenyl)-6-(6-naphthalen-1-yl-pyridin-2-yl)-pyrimidin-4-yl]-pyridin-2-yl)-acridine)dicopper(I) tetrafluoroborate
  参考文献：
  名称：

  Conformational switching of the pyridine–pyrimidine–pyridine scaffold for ion-controlled FRET

  摘要：

  sFluorescence resonance energy transfer (FRET) has become a major tool for the static and dynamic study of conformational changes in biological systems. We report herein the investigation of a switchable pyridine-pyrimidine-pyridine scaffold as a support to ioncontrolled intramolecular FRET. A dissymmetrical switch bearing naphthalene and acridine fluorophores was synthesized and its photo-physical behavior studied. In the neutral state where the molecule adopts a U-shape, the emission of the naphthalene is quenched while a strong emission from the acridine fluorophore is observed, consistent with energy transfer between the naphthalene and the acridine units. The emission of the acridine is also enhanced by the pyridine-induced sensitization (excitation at 280 nm). After introduction of a copper(I) cation which switches the conformation to a W-shape, the complex formed shows the emission of both the naphthalene and acridine units when excited at 280 nm, although coordination also leads to a strong quenching of emission. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2006.05.041