4b,9a-dihydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten | 105176-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4b,9a-dihydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten
• 英文别名: benzo(8,9)bicyclo(5.2.0)nona-2,4,8-triene；benzo[8,9]bicyclo[5.2.0]nona-2,4,8-triene；tricyclo[6.5.0.02,7]trideca-2,4,6,9,11-pentaene
• CAS: 105176-18-9
• 化学式: C₁₃H₁₂
• 分子量: 168.238
• InChiKey: BSEGAGVLSWMBRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  4b,9a-dihydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten 在 dipyridine chromium trioxide 作用下， 以 二氯甲烷 为溶剂， 生成 9,9a-Dihydro-benzo[3,4]cyclobuta[1,2]cyclohepten-6-one
  参考文献：
  名称：

  Lombardo,L. et al., Australian Journal of Chemistry, 1978, vol. 31, p. 1585 - 1605

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸 、 环庚三烯 生成 4b,9a-dihydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten
  参考文献：
  名称：

  Cycloadditions of benzyne with cyclic olefins. Competition between 2 + 4, ene, and 2 + 2 reaction pathways

  摘要：

  DOI：

  10.1021/jo00943a023

文献信息

• The facile isomerization of benzo[8,9]bicyclo[5.2.0]nona-2,4,8-triene to benzo[7,8]bicyclo[4.2.1]nona-2,4,7-triene promoted by L3M(CO)3 complexes (M = Cr, Mo, W). The crystal structure of the tricarbonyl complex of benzo[7,8]bicyclo[4.2.1]nona-2,4,7-triene
  作者：Piero Berno、Alberto Ceccon、Francesca Daprà、Alessandro Gambaro、Alfonso Venzo、Paolo Ganis、Giovanni Valle

  DOI：10.1016/0022-328x(86)80007-9

  日期：1986.2

  Benzo[8,9]bicyclo[5.2.0]nona-2,4,8-triene (I) isomerizes to benzo[7,8]bicyclo[4.2.1]nona-2,4,7-triene (II) in the presence of L3M(CO)3 complexes (L = CO, NH3, CH3CN; M = Cr, Mo, W). In THF at 40°C with (CH3CN)3CrCO3 the uncomplexed II is formed together with smaller amounts of the corresponding η6-tricarbonylchromium complex, TCC-II. In n-butyl ether at 120°C with (NH3)3Cr(CO)3 the main product is

  苯并[8,9]双环[5.2.0]壬纳-2,4,8-三烯（I）异构化为苯并[7,8]双环[4.2.1]壬纳-2,4,7-三烯（II）在存在L 3 M（CO）3配合物（L = CO，NH 3，CH 3 CN； M = Cr，Mo，W）的情况下。在THF中在40℃下用（CH 3 CN）3 CRCO 3未络合II与较少量相应的η一起形成6 -tricarbonylchromium复杂，TCC-II。在具有（NH 3）3 Cr（CO）3的120°C正丁醚中，主要产物是后者的配合物。TCC-II的结构已通过NMR和X射线分析确定。
• Electronic structure of benzo[3,4]cyclobuta[1,2]cycloheptenyl ions: the aromaticity-tropicity dilemma
  作者：Ulf Edlund、Dan Johnels、Bertil Eliasson、Lars Trogen

  DOI：10.1021/jo00060a013

  日期：1993.4

  An H-1 and C-13 NMR study of the benzo[3,4]cyclobuta[1,2]cycloheptenyl cation and anion has been undertaken in order to unravel the electronic structure of these species. The formal addition of two electrons to the cation can be seen as a conversion of a slightly diatropic and aromatic cation into an unstable, highly diatropic but antiaromatic anion. Self-consistent iterative Huckel, MNDO, and AM1 as well as graph-theoretical ring current calculations were carried out in order to clarify this confusion. Comparisons to the isoelectronic biphenylene and biphenylene dianion are especially revealing.