6-(9H-xanthen-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one | 220248-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-(9H-xanthen-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one
• 英文别名: 6-Xanthen-9-ylidenetricyclo[3.3.0.03,7]octan-2-one
• CAS: 220248-98-6
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: WDBDESIPABARHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙二酸二乙酯 、 6-(9H-xanthen-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one 在 吡啶 、 四氯化钛 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 以21%的产率得到2-(4-Xanthen-9-ylidene-hexahydro-2,5-cyclo-pentalen-1-ylidene)-malonic acid diethyl ester
  参考文献：
  名称：

  Syntheses of Donor–Acceptor-Substituted 2,6-Stellanes

  摘要：

  A number of condensations could be carried out using tricyclo[3.3.0.0(3.7)]octane-2-one (stellanone, 4) and tricyclo[3.3.0.0(3.7)]octane-2,6-dione (2,6-stelladione, 5) as starting materials. The components for condensations were 2-trimethylsilyl-1,3-dithiane (6), 1,1-bis(trimethylsilyl)-1H-cyclopropa[b]naphthalene (7), its 3,6-dimethoxy-substituted analogue 8, fluorene (12), xanthene (13), diethyl malonate (14), and malononitrile (15). The condensation reactions with 5 yielded mono- and disubstituted products, among them were the donor-acceptor-substituted 2,6-stellanes 33-35. The structures of 18 (prepared from stellanone and fluorene), 19, 24, 27, 31 and 32 (synthesized by condensation of 2,6-stelladione and 2-trimethylsilyl-1,3-dithiane and malononitrile, respectively) were determined by X-ray crystallography.

  DOI：

  10.1002/(sici)1099-0690(199901)1999:1<73::aid-ejoc73>3.0.co;2-b
• 作为产物：
  描述：

  氧杂蒽 在 吡啶 、 lithium diisopropyl amide 、 三氯氧磷 作用下， 反应 92.0h， 生成 6-(9H-xanthen-9-ylidene)tricyclo[3.3.0.0^3,7]octane-2-one
  参考文献：
  名称：

  Syntheses of Donor–Acceptor-Substituted 2,6-Stellanes

  摘要：

  A number of condensations could be carried out using tricyclo[3.3.0.0(3.7)]octane-2-one (stellanone, 4) and tricyclo[3.3.0.0(3.7)]octane-2,6-dione (2,6-stelladione, 5) as starting materials. The components for condensations were 2-trimethylsilyl-1,3-dithiane (6), 1,1-bis(trimethylsilyl)-1H-cyclopropa[b]naphthalene (7), its 3,6-dimethoxy-substituted analogue 8, fluorene (12), xanthene (13), diethyl malonate (14), and malononitrile (15). The condensation reactions with 5 yielded mono- and disubstituted products, among them were the donor-acceptor-substituted 2,6-stellanes 33-35. The structures of 18 (prepared from stellanone and fluorene), 19, 24, 27, 31 and 32 (synthesized by condensation of 2,6-stelladione and 2-trimethylsilyl-1,3-dithiane and malononitrile, respectively) were determined by X-ray crystallography.

  DOI：

  10.1002/(sici)1099-0690(199901)1999:1<73::aid-ejoc73>3.0.co;2-b

文献信息

• Syntheses of Donor–Acceptor-Substituted 2,6-Stellanes
  作者：Gerd Fritzsche、Rolf Gleiter、Hermann Irngartinger、Thomas Oeser

  DOI：10.1002/(sici)1099-0690(199901)1999:1<73::aid-ejoc73>3.0.co;2-b

  日期：1999.1

  A number of condensations could be carried out using tricyclo[3.3.0.0(3.7)]octane-2-one (stellanone, 4) and tricyclo[3.3.0.0(3.7)]octane-2,6-dione (2,6-stelladione, 5) as starting materials. The components for condensations were 2-trimethylsilyl-1,3-dithiane (6), 1,1-bis(trimethylsilyl)-1H-cyclopropa[b]naphthalene (7), its 3,6-dimethoxy-substituted analogue 8, fluorene (12), xanthene (13), diethyl malonate (14), and malononitrile (15). The condensation reactions with 5 yielded mono- and disubstituted products, among them were the donor-acceptor-substituted 2,6-stellanes 33-35. The structures of 18 (prepared from stellanone and fluorene), 19, 24, 27, 31 and 32 (synthesized by condensation of 2,6-stelladione and 2-trimethylsilyl-1,3-dithiane and malononitrile, respectively) were determined by X-ray crystallography.