<2.2>-(2,3)-furanophane | 56147-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: <2.2>-(2,3)-furanophane
• 英文别名: <2.2>(3,4)furanophane；[2.2]-(2,3)-furanophane；6,13-Dioxatricyclo[9.3.0.04,8]tetradeca-1(14),4,7,11-tetraene
• CAS: 56147-00-3
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: TXLTWPYNXMSPDX-UHFFFAOYSA-N

物化性质

• 熔点：
  164-165 °C(Solv: ethanol (64-17-5))
• 沸点：
  255.4±35.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  <2.2>-(2,3)-furanophane 以 四氢呋喃 、 二氯甲烷 为溶剂， 50.0 ℃ 、700.0 MPa 条件下， 反应 14.0h， 生成
  参考文献：
  名称：

  Semiflexible Ribbon-type Structures via Repetitive Diels-Alder Cycloaddition. Cage Formation versus Polymerization

  摘要：

  Starting from various acetylenedicarboxylates (1a-e) as bis-dienophiles and [2.2](3,4)furanophane (2) as bis-diene, a series of ribbon-type oligomers (6) has been prepared via repetitive Diels-Alder reactions. Intramolecular Diels-Alder cycloaddition of 5, the smallest ''AB-type'' building block of 6, provides cage compound 7, whose structure has been determined unambiguously by crystallography. In order to avoid competitive retro-Diels-Alder reactions, high-pressure conditions have been applied. This approach provides ribbon-type polymers which contain cyclooctadiene (COD) moieties as ''semiflexible'' units.

  DOI：

  10.1021/ja00085a011
• 作为产物：
  描述：

  丙炔醚 在 甲基溴化镁 作用下， 生成 <2.2>-(2,3)-furanophane
  参考文献：
  名称：

  Synthesis and properties of ten-membered cyclodiynes with one or two hetero atoms

  摘要：

  DOI：

  10.1016/s0040-4039(00)80538-9

文献信息

• Gleiter, Rolf; Rittinger, Stefan; Langer, Heinrich, Chemische Berichte, 1991, vol. 124, # 2, p. 357 - 363
  作者：Gleiter, Rolf、Rittinger, Stefan、Langer, Heinrich

  DOI：——

  日期：——
• Heterocyclic aromatic non-Kekule molecules. Synthesis and solution-phase chemistry of the singlet biradicals 3,4-dimethylenefuran and 3,4-dimethylenethiophene
  作者：Keith J. Stone、Marc M. Greenberg、Silas C. Blackstock、Jerome A. Berson

  DOI：10.1021/ja00192a025

  日期：1989.5
• 3,4-Dimethylenefuran and 3,4-dimethylenethiophene, heterocyclic analogs of the disjoint non-Kekule hydrocarbon tetramethyleneethane
  作者：Keith J. Stone、Marc M. Greenberg、Joshua L. Goodman、Kevin S. Peters、Jerome A. Berson

  DOI：10.1021/ja00285a035

  日期：1986.12
• Molecular clips and tweezers with corannulene pincers
  作者：Lesya Kobryn、William P. Henry、Frank R. Fronczek、Renata Sygula、Andrzej Sygula

  DOI：10.1016/j.tetlet.2009.09.177

  日期：2009.12

  Application of the synthetic methodology developed in our laboratory yields molecular clips and tweezers with corannulene pincers and cyclooctadiene or cyclooctatetraene tethers. These highly nonplanar systems possess a potential for binding guest molecules of various sizes. One of the clips, bis(benzocorannulene)[a,e]cyclooctadiene, exists in a 'open' chair conformation encapsulating solvating nitrobenzene in the solid state, while it is expected to prefer an internally pi-pi stacked twist-boat conformation in the gas phase. (c) 2009 Elsevier Ltd. All rights reserved.
• 1,2,5,6-Tetra-exo-methylenecynclooctane and [2.2]-(2,3)- Furanophane as bis-diene components in diels-alder reactions
  作者：Matthias Pollmann、Werner Wohlfarth、Klaus Müllen、Johann Lex

  DOI：10.1016/s0040-4039(00)94676-8

  日期：1990.1