2-[N-acetyl-N-(4-aminobenzo-15-crown-5)methylene]-2,3-dihydrobenzo[b]thiophen-3-one | 409088-62-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[N-acetyl-N-(4-aminobenzo-15-crown-5)methylene]-2,3-dihydrobenzo[b]thiophen-3-one
• CAS: 409088-62-6
• 化学式: C₂₅H₂₇NO₇S
• 分子量: 485.558
• InChiKey: IHDWEOQWCVOVCP-ULJHMMPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  34.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.53
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-[N-acetyl-N-(4-aminobenzo-15-crown-5)methylene]-2,3-dihydrobenzo[b]thiophen-3-one 以 乙腈 为溶剂， 生成 Acetic acid 2-{[(E)-6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylimino]-methyl}-benzo[b]thiophen-3-yl ester
  参考文献：
  名称：

  摘要：

  2-N-(4- Aminobenzo-15-crown-5)methylene-2,3 -dihydrobenzo[b]thiophen-3-one and its acetyl derivative were synthesized. Their treatment with lithium, sodium, or potassium iodide in acetonitrile solution leads to formation of the corresponding crown-metal complexes. Irradiation of the acylated compounds at lambda 436 nm induces N --> O migration of the acetyl group to give O-acyl isomer which is characterized by a considerable blue shift of the long-wave absorption band (Delta lambda = 70 nm). The quantum yields of the photoinduced acylotropic reaction for the free ligand and its complexes with alkali metal cations change in the series: phiL > phi (+)(K) > phi (+)(Na) > phi (Li+).

  DOI：

  10.1023/a:1012495020706
• 作为产物：
  描述：

  3-羟基-2-甲酰基苯并噻吩 在 三乙胺 作用下， 生成 2-[N-acetyl-N-(4-aminobenzo-15-crown-5)methylene]-2,3-dihydrobenzo[b]thiophen-3-one
  参考文献：
  名称：

  摘要：

  2-N-(4- Aminobenzo-15-crown-5)methylene-2,3 -dihydrobenzo[b]thiophen-3-one and its acetyl derivative were synthesized. Their treatment with lithium, sodium, or potassium iodide in acetonitrile solution leads to formation of the corresponding crown-metal complexes. Irradiation of the acylated compounds at lambda 436 nm induces N --> O migration of the acetyl group to give O-acyl isomer which is characterized by a considerable blue shift of the long-wave absorption band (Delta lambda = 70 nm). The quantum yields of the photoinduced acylotropic reaction for the free ligand and its complexes with alkali metal cations change in the series: phiL > phi (+)(K) > phi (+)(Na) > phi (Li+).

  DOI：

  10.1023/a:1012495020706

文献信息

• Photochromic Cation Sensors
  作者：Vladimir A. Bren、Alexander D. Dubonosov、Vladimir I. Minkin、Tatyana N. Gribanova、Vladimir P. Rybalkin、Evgenii N. Shepelenko、Alexey V. Tsukanov、Roman N. Borisenko

  DOI：10.1080/15421400590946956

  日期：2005.6.1

  Novel photochromic chemosensors for alkali-, alkali-earth and d-metal cations were synthesized and their photochemical and complexing properties investigated with the use of UV/vis, IR, H-1/Li-7 NMR spectroscopy and quantum chemical calculations-DFT(B3LYP/6-31G).