2,6-Dihydroxy-2,3,5,6-tetraphenyl-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran | 163770-93-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 2,6-Dihydroxy-2,3,5,6-tetraphenyl-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran
• 英文别名: 2,3,5,6-Tetraphenyl-2,6-dihydrofuro[3,2-f][1]benzofuran-3,5-diol
• CAS: 163770-93-2
• 化学式: C₃₄H₂₆O₄
• 分子量: 498.578
• InChiKey: LOHCDNMHZQPEMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-Dihydroxy-2,3,5,6-tetraphenyl-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran 在 吡啶 、 甲基磺酰氯 作用下， 反应 18.0h， 以69%的产率得到2,3,5,6-Tetraphenylbenzo<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 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-2,3,5,6-tetraphenyl-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

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.