tetramethyl anti-benzo[1,2-h;4,5-h']bis(benzo[1,2-c]bicyclo[4.4.1]undeca-3,8-diene-11-one)-6,10,17,21-tetracarboxylate | 188782-42-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: tetramethyl anti-benzo[1,2-h;4,5-h']bis(benzo[1,2-c]bicyclo[4.4.1]undeca-3,8-diene-11-one)-6,10,17,21-tetracarboxylate
• CAS: 188782-42-5
• 化学式: C₄₀H₃₈O₁₀
• 分子量: 678.736
• InChiKey: KJADZEHMYCQMGS-WULPIUSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  50.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  139.34
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tetramethyl anti-benzo[1,2-h;4,5-h']bis(benzo[1,2-c]bicyclo[4.4.1]undeca-3,8-diene-11-one)-6,10,17,21-tetracarboxylate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以94%的产率得到anti-benzo[1,2-h;4,5-h']bis(benzo[1,2-c]bicyclo[4.4.1]undeca-3,8-diene-11-one)-6,10,17,21-tetracarboxylic acid
  参考文献：
  名称：

  Bisacetals of aromatic ring-annelated . [3.3][3.3]Orthocyclophanes with triple-layered benzo/benzo/benzo- and naphtho/benzo/naphtho-system

  摘要：

  Tetraesters anti-9a,b and syn-9a,b, which have three aromatic rings, were prepared by the reaction of benzocycloheptenediester 7 with 1,2,4,5-tetrakis(bromomethyl)benzene. Subsequent hydrolysis and pyrolysis gave diketones anti-11a,b and syn-11a,b, which were acetalized to yield bisacetals anti-5a,b and syn-5a,b. X-Ray crystallographic analyses indicate a symmetric (twin-chair)/(twin-chair)-conformation of anti-5a,b, in which two naphtho or benzo rings sandwich one benzene ring. Anti-5a and anti-5b(9b)) are rigid structures. The protons of their central aromatic rings show an up-field shift, due to an anisotropic effect of the facing outer aromatic units. In contrast, syn-5a,b are flexible structures. The UV-spectra of anti-5a,b show a long wavelength shift, as compared to syn-5a,b, suggesting a through-space interaction among the aromatic rings. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00042-2
• 作为产物：
  描述：

  dimethyl 1,2,4,5-tetrahydro-3-oxobenzocycloheptene-2,4-dicarboxylate 、 四溴甲苯 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以38%的产率得到tetramethyl syn-benzo[1,2-h;4,5-h']bis(benzo[1,2-c]bicyclo[4.4.1]undeca-3,8-diene-11-one)-6,10,17,21-tetracarboxylate
  参考文献：
  名称：

  Bisacetals of aromatic ring-annelated . [3.3][3.3]Orthocyclophanes with triple-layered benzo/benzo/benzo- and naphtho/benzo/naphtho-system

  摘要：

  Tetraesters anti-9a,b and syn-9a,b, which have three aromatic rings, were prepared by the reaction of benzocycloheptenediester 7 with 1,2,4,5-tetrakis(bromomethyl)benzene. Subsequent hydrolysis and pyrolysis gave diketones anti-11a,b and syn-11a,b, which were acetalized to yield bisacetals anti-5a,b and syn-5a,b. X-Ray crystallographic analyses indicate a symmetric (twin-chair)/(twin-chair)-conformation of anti-5a,b, in which two naphtho or benzo rings sandwich one benzene ring. Anti-5a and anti-5b(9b)) are rigid structures. The protons of their central aromatic rings show an up-field shift, due to an anisotropic effect of the facing outer aromatic units. In contrast, syn-5a,b are flexible structures. The UV-spectra of anti-5a,b show a long wavelength shift, as compared to syn-5a,b, suggesting a through-space interaction among the aromatic rings. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00042-2