syn-1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydro-8b,12b-butanobenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene | 1473-49-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: syn-1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydro-8b,12b-butanobenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene
• CAS: 1473-49-0
• 化学式: C₂₄H₃₂
• 分子量: 320.518
• InChiKey: RRRWQFJPNMTWQN-NVPYSNMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.86
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  syn-1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydro-8b,12b-butanobenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene 以 正戊烷 为溶剂， 反应 5.0h， 以2%的产率得到propella[4₄]prismane
  参考文献：
  名称：

  Photochemistry of Bridged and Unbridged Octaalkyl-Substituted syn-Tricyclo[4.2.0.02,5]octa-3,7-diene Derivatives

  摘要：

  The photochemistry of syn octamethyltricyclo[4.2.0.0(2.5)]octa-3,7-diene (1), its octaethyl congener 15, syn- 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b, 12b-butanobenzo[3',4']cyclobuta-[1',2':3,4]cyclobuta[1,2-e]biphenylene (16) and syn-1,4,5,8,9,12-hexahydro-8b,12b-(but-3-eno)benzo[3',4']cyclobuta-[1',2':3,4]cyclobuta[1,2-e]biphenylene (17) was investigated. In the case of 1, six products were isolated. The main product was octamethylcuneane (19). As well as 6, the anti isomer of 1, octamethylcubane (18) was also found. The irradiation of 15 yielded a mixture of octaethylcubane (29) and octaethylcuneane (30), which could not be separated. The irradiation of 16 yielded five products, one of which (31) proved to be a propella[4(4)]prismane with averaged D-2d symmetry. A syn-anti isomerization to 38, and a photofragmentation to 39 was found when 17 was irradiated. In the case of 1, the mechanism of the reaction could be rationalized by involving either a biradical intermediate (40) or octamethylbicyclo[4.2.0]octa-2,4,7-triene (43). Support for the latter pathway was obtained by the detection of octamethylcyclooctaterraene (5) during irradiation.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2532::aid-chem2532>3.0.co;2-6
• 作为产物：
  描述：

  1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b,12b-butanobenzo<3,4>cyclobuta<1,2-l>phenanthrene 以 苯 为溶剂， 生成 syn-1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydro-8b,12b-butanobenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene
  参考文献：
  名称：

  Wittig,G.; Weinlich,J., Chemische Berichte, 1965, vol. 98, p. 471 - 479

  摘要：

  DOI：

文献信息

• Synthesis of a Propella[44]prismane with Averaged S4 Symmetry
  作者：Stefan Brand、Rolf Gleiter

  DOI：10.1016/s0040-4039(97)00518-2

  日期：1997.4

  The synthesis of the title compound 7 has been achieved by irradiation of the fourfold bridged tricyclo[4.2.0.0  and ]octa-3,7-diene 6; the latter species was prepared by the AlCl3 supported dimerization of cyclododeca-1,7-diyne. © 1997 Elsevier Science Ltd.

  标题化合物7的合成已经通过四重桥连的三环[4.2.0.0和] octa-3,7-二烯6的辐照完成；后者是由AlCl 3支持的环十二烷基-1,7-二炔二聚制备的。©1997爱思唯尔科学有限公司。