1-Hydroxy-3-<(4-cyanobenzyl)oxy>-4,6-dibenzoylbenzene | 163770-79-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-Hydroxy-3-<(4-cyanobenzyl)oxy>-4,6-dibenzoylbenzene
• 英文别名: 4-[(2,4-Dibenzoyl-5-hydroxyphenoxy)methyl]benzonitrile
• CAS: 163770-79-4
• 化学式: C₂₈H₁₉NO₄
• 分子量: 433.463
• InChiKey: MGSQBSHLLAJCFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-Hydroxy-3-<(4-cyanobenzyl)oxy>-4,6-dibenzoylbenzene 在 四丁基硫酸氢铵 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 1,2-二氯乙烷 、 苯 为溶剂， 反应 18.0h， 生成 2,6-Dihydroxy-2-(4-cyanophenyl)-6-(3,5-dimethoxyphenyl)-3,5-diphenyl-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran
  参考文献：
  名称：

  Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans

  摘要：

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.

  DOI：

  10.1021/jo00110a038
• 作为产物：
  描述：

  4,6-二苯甲酰间苯二酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 四丁基硫酸氢铵 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以60%的产率得到1-Hydroxy-3-<(4-cyanobenzyl)oxy>-4,6-dibenzoylbenzene
  参考文献：
  名称：

  Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans

  摘要：

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.

  DOI：

  10.1021/jo00110a038

文献信息

• Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans
  作者：Mahmoud Abdul-Aziz、Judith V. Auping、Michael A. Meador

  DOI：10.1021/jo00110a038

  日期：1995.3

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.