3,8-diphenyl-2,7-dimethyl-difurano[2,3-a:2',3'-f]naphthalene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3,8-diphenyl-2,7-dimethyl-difurano[2,3-a:2',3'-f]naphthalene
• 英文别名: 2,7-Dimethyl-1,6-diphenyl-[1]benzofuro[7,6-g][1]benzofuran
• 化学式: C₂₈H₂₀O₂
• 分子量: 388.466
• InChiKey: DGAGLBYFNPBXPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴苯丙酮 在 甲烷磺酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 3,8-diphenyl-2,7-dimethyl-difurano[2,3-a:2',3'-f]naphthalene
  参考文献：
  名称：

  Easy Access to 3,8-Diaryldifurano[2,3-a:2‘,3‘-f]naphthalenes. A New Extended Aromatic System

  摘要：

  3,8-Diaryldifurano[2,3-a:2',3'-f]naphthalenes were prepared in two simple steps. First, 1,5-dihydroxynaphthalene and 1-aryl-2-bromodecan- 1-ones were condensed to the corresponding naphthalene 1,5-diethers. Second, these intermediates were cyclized using methanesulfonic acid in methylene chloride. Seven examples are given, three of which are doubly substituted with octyl chains to enhance the solubility. This increased solubility allowed further modification of the 3,8-aryl groups to attach electron-withdrawing groups (formyl, nitrile, dicyanovinyl, and benzoyl).

  DOI：

  10.1021/jo005646o

文献信息

• Easy Access to 3,8-Diaryldifurano[2,3-<i>a</i>:2‘,3‘-<i>f</i>]naphthalenes. A New Extended Aromatic System
  作者：Mikkel Jørgensen、Frederik C. Krebs、Klaus Bechgaard

  DOI：10.1021/jo005646o

  日期：2000.12.1

  3,8-Diaryldifurano[2,3-a:2',3'-f]naphthalenes were prepared in two simple steps. First, 1,5-dihydroxynaphthalene and 1-aryl-2-bromodecan- 1-ones were condensed to the corresponding naphthalene 1,5-diethers. Second, these intermediates were cyclized using methanesulfonic acid in methylene chloride. Seven examples are given, three of which are doubly substituted with octyl chains to enhance the solubility. This increased solubility allowed further modification of the 3,8-aryl groups to attach electron-withdrawing groups (formyl, nitrile, dicyanovinyl, and benzoyl).