syn-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b,12b-butabenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene | 191528-65-1

• 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-butabenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene
• 英文别名: (1S,2R,13S,14R)-heptacyclo[12.6.4.01,14.02,7.02,13.08,13.015,20]tetracosa-7,15(20)-diene
• CAS: 191528-65-1
• 化学式: C₂₄H₃₂
• 分子量: 320.518
• InChiKey: RRRWQFJPNMTWQN-WAPCQROESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  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-butabenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene 以 neat (no solvent) 为溶剂， 反应 0.25h， 以71%的产率得到1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b,12b-butanobenzo<3,4>cyclobuta<1,2-l>phenanthrene
  参考文献：
  名称：

  4-折叠桥合成的三环[4.2.0.0（2,5）] octa-3,7-二烯的热行为。

  摘要：

  4桥联化合物syn-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b，12b-butanobenzo [3'，4']的合成环丁[1'，2'：3,4]环丁[1,2-e]联苯（7），syn-1,4,5,8,9,12-六氢-8b，12b-（but-3- eno）苯并[3'，4']环丁[1'，2'：3,4]环丁[1,2-e]联苯（8）和2,3,4,5,6,7,8， 9,10,11,12,13,14,15-十四氢-10b，15b-pentano-1H-cyclobuta [1“，2”：2,3; 3“，4”：3'，4'] dicyclobuta [从环状二炔10-12开始已经获得1,2：3,4：1'，2']三环庚烯（9）。在没有溶剂的情况下于200摄氏度加热7和8会得到1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b，12b-butanobenzo

  DOI：

  10.1021/jo962393j
• 作为产物：
  描述：

  1,7-环十二碳二炔 在 三氯化铝 、 二甲基亚砜 作用下， 生成 syn-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-8b,12b-butabenzo[3',4']cyclobuta[1',2':3,4]cyclobuta[1,2-e]biphenylene
  参考文献：
  名称：

  具有平均S 4对称性的Propella [4 4 ] prismane的合成

  摘要：

  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。

  DOI：

  10.1016/s0040-4039(97)00518-2

文献信息

• Photochemistry of Bridged and Unbridged Octaalkyl-Substituted syn-Tricyclo[4.2.0.02,5]octa-3,7-diene Derivatives
  作者：Rolf Gleiter、Stefan Brand

  DOI：10.1002/(sici)1521-3765(19981204)4:12<2532::aid-chem2532>3.0.co;2-6

  日期：1998.12.4

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

  DOI：——

  日期：——