ethyl 3-benzoyl-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate | 1584165-70-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-benzoyl-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
• CAS: 1584165-70-7
• 化学式: C₁₈H₁₉NO₃
• 分子量: 297.354
• InChiKey: KFRJGILNZPIZMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  ethyl 1-{[3-(ethoxycarbonyl)-4,5,6,7-tetrahydro-2H-isoindol-1-yl]-(phenyl)methylene}-4,5,6,7-tetrahydro-1H-isoindole-3-carboxylate 在 三氟化硼乙醚 、 silica gel 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 生成 ethyl 3-benzoyl-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
  参考文献：
  名称：

  Diethyl (biscyclohexano)BODIPY dicarboxylates. Chelation of alkaline-earth metal ions and sensor properties

  摘要：

  meso-Aryl-substituted (biscyclohexano)bis(ethoxycarbonyl)BODIPY [aryl = phenyl, 3,4-dimethoxyphenyl, and 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl-(m-{benzo-15-crown-5}-yl)] were synthesized. The effect of alkaline-earth metals on the absorption and fluorescence spectra of these compounds was investigated. In all compounds along with the mechanism of the photoinduced electron transfer (PET), well-known for the crown-containing BODIPY-based sensors, one more response pattern is observed. The large excess of Ca2+ and Ba2+ ions in the system leads to the changes both in the UV-Vis and emission spectra. The complex formation results in the decrease of emission intensity and in its red shift. Besides, a new longwave absorption band appears in the UV-Vis spectrum of the BODIPY-metal ion complex. The formation constants of the complexes corresponding to this response pattern is about 100 times less than the formation constant of Ca2+-crown ether complex. H-1, C-13, B-11, and F-19 NMR spectra, the results of quantum-chemical calculations, and their comparison with the literature data of X-ray diffraction study suggest that the binding of Ca2+ and Ba2+ ions occurs in the cavity formed by the fluorine atoms and the carbonyl oxygen atoms of the ester groups.

  DOI：

  10.1134/s1070428014020158