cis-transoid-cis-cyclobuta<1,2-a;3,4-a'>diindene | 25456-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: cis-transoid-cis-cyclobuta<1,2-a;3,4-a'>diindene
• 英文别名: trans,anti-cyclobutadiindene；α-Truxan；anti-Kopf-Schwanz-cyclobutdiinden；anti,trans-Truxane；(4br,4ct,9bt,9cc)-4b,4c,5,9b,9c,10-hexahydro-cyclobuta[1,2-a;3,4-a']diindene；(4br,4ct,9bt,9cc)-4b,4c,5,9b,9c,10-Hexahydro-cyclobuta[1,2-a;3,4-a']diinden
• CAS: 25456-55-7
• 化学式: C₁₈H₁₆
• 分子量: 232.325
• InChiKey: SMVIQQPLIBVSNS-BALXVJCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  cis-transoid-cis-cyclobuta<1,2-a;3,4-a'>diindene 在 potassium dichromate 、 溶剂黄146 作用下， 生成 α-truxone
  参考文献：
  名称：

  Metzner,W.; Wendisch,D., Justus Liebigs Annalen der Chemie, 1969, vol. 730, p. 111 - 120

  摘要：

  DOI：
• 作为产物：
  描述：

  (4bS,4cR,9bR,9cS)-4c,9c-Dichloro-4b,4c,5,9b,9c,10-hexahydro-cyclobuta[1,2-a;3,4-a']diindene 在 sodium 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 50.0h， 生成 cis-transoid-cis-cyclobuta<1,2-a;3,4-a'>diindene
  参考文献：
  名称：

  The [2+2] Photocycloadditions of Indene and 2-and 3-Chloroindenes

  摘要：

  DOI：

  10.1021/jo00837a614

文献信息

• Photodimerization of hydrophobic guests within a water-soluble nanocapsule
  作者：Anand Parthasarathy、Shampa R. Samanta、V. Ramamurthy

  DOI：10.1007/s11164-012-0633-7

  日期：2013.1

  Conducting reactions in environmentally benign conditions is one of the major objectives of “green chemistry.” In this context, developing ways to conduct reactions in water seems obvious. In this report, we present our results on photodimerization of select guest molecules placed within the rigid reaction cavity of a water-soluble cavitand, octa acid. The results presented herein highlight the value of a supramolecular approach in achieving selectivity in photoreactions and opening reaction pathways that are latent in solution chemistry.

  在对环境无害的条件下进行反应是 "绿色化学 "的主要目标之一。在这种情况下，开发在水中进行反应的方法似乎显而易见。在本报告中，我们介绍了置于水溶性空穴剂辛酸的刚性反应腔内的精选客体分子的光二聚化结果。本文介绍的结果凸显了超分子方法在实现光反应选择性和打开溶液化学潜在反应途径方面的价值。
• Redox-photosensitized reactions. 5. Redox-photosensitized ring cleavage of 1,1a,2,2a-tetrahydro-7H-cyclobut[a]indene derivatives: mechanism and structure-reactivity relationship
  作者：Tetsuro Majima、Chyongjin Pac、Hiroshi Sakurai

  DOI：10.1021/ja00536a025

  日期：1980.7
• Bowyer,J.; Porter,Q.N., Australian Journal of Chemistry, 1966, vol. 19, p. 1455 - 1460
  作者：Bowyer,J.、Porter,Q.N.

  DOI：——

  日期：——
• Water-soluble octa acid capsule as a reaction container: Templated photodimerization of indene in water
  作者：Anand Parthasarathy、V. Ramamurthy

  DOI：10.1016/j.jphotochem.2015.11.005

  日期：2016.2

  In the context of green chemistry, identifying strategies to carry out organic reactions in aqueous medium in the absence of organic and inorganic reagents is important. We show below that octa acid (OA), a water-soluble cavitand, is capable of solubilizing water insoluble reactant in water and yielding selective product by confining the reactants and intermediates during a light initiated reaction. By employing indene as the substrate we have observed that the OA capsule upon irradiation facilitates the formation of anti-head-tail dimer, the isomer that is generally not obtained upon direct excitation and triplet and electron transfer sensitizations in isotropic organic solvents. (C) 2015 Elsevier B.V. All rights reserved.