1-(10c-Benzoyl-2-phenyl-10b,10c-dihydro-1-oxa-benzo[2,3]pentaleno[1,6-ab]inden-6b-yl)-ethanone | 244250-13-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1-(10c-Benzoyl-2-phenyl-10b,10c-dihydro-1-oxa-benzo[2,3]pentaleno[1,6-ab]inden-6b-yl)-ethanone
• 英文别名: 1-(18-Benzoyl-10-phenyl-9-oxapentacyclo[9.6.1.02,7.08,18.012,17]octadeca-2,4,6,10,12,14,16-heptaen-1-yl)ethanone
• CAS: 244250-13-3
• 化学式: C₃₂H₂₂O₃
• 分子量: 454.525
• InChiKey: HXLLBZKVAWCDHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(10c-Benzoyl-2-phenyl-10b,10c-dihydro-1-oxa-benzo[2,3]pentaleno[1,6-ab]inden-6b-yl)-ethanone 以 苯 为溶剂， 反应 0.33h， 以96%的产率得到1-(8b,8c-Dibenzoyl-8c,8d-dihydro-8bH-dibenzo[a,f]cyclopropa[cd]pentalen-4b-yl)-ethanone
  参考文献：
  名称：

  在二苯并二氢戊烯呋喃光异构化为二苯并半bullvalenes中的双自由基中间体。

  摘要：

  报道了一些取代的二苯并二氢戊烯呋喃的光异构化为相应的二苯并半bullvalvalenes。二苯并二氢戊烯呋喃3a-d的稳态光解以几乎定量的产率获得了相应的二苯并半bullvalvalenes 2a-d。发现这种光异构化的量子产率在0.17--0.26范围内。对二苯并二氢戊铝呋喃3a-e的激光闪光光解研究显示出瞬态现象，吸收最大值约为410 nm，并且被一级动力学衰减。在25摄氏度下，脱气苯的寿命在14--30微米范围内。这些瞬变很容易被分子氧淬灭（捕获），发现Stern-Völmer淬灭常数在（2.45--3.17）范围内。 ）x 10（9）M（-1）s（-1）。代表性的例子是1 来自3e的3-双自由基中间体被分子氧捕获，得到相应的内过氧化物11e。瞬态通过三重态/自由基淬灭剂（例如2,2,6,6-四甲基哌啶-1-氧基（TEMPO）和4-羟基-2,2,6,6-四甲基哌啶-1-氧基（HTEMPO））弱淬灭，并且发现淬灭常数在（1

  DOI：

  10.1021/jo0101353
• 作为产物：
  描述：

  1-(8b,8c-Dibenzoyl-8c,8d-dihydro-8bH-dibenzo[a,f]cyclopropa[cd]pentalen-4b-yl)-ethanone 以 邻二氯苯 为溶剂， 反应 0.33h， 以94%的产率得到1-(10c-Benzoyl-2-phenyl-10b,10c-dihydro-1-oxa-benzo[2,3]pentaleno[1,6-ab]inden-6b-yl)-ethanone
  参考文献：
  名称：

  Photoisomerization of Bridgehead Monosubstituted Dibenzobarrelenes and Interesting Thermal Isomerization of Their Photoproducts¹

  摘要：

  Phototransformations of a few bridgehead monosubstituted dibenzobarrelenes, 4a-d, and thermal isomerizations of their primary photoproducts, 7a and 11a-c, are described. Irradiation of 4a in benzene gave a mixture of regioisomeric products, 7a (8b-isomer) and 11a (4b-isomer), in 20 and 70% yields, respectively. In contrast, irradiation of 4b, under identical conditions, yielded only the corresponding 4b-substituted dibenzosemibullvalene, 11b, in 95% yield. Similarly, irradiation of the nitro- (4c) and chloro- (4d) substituted dibenzobarrelenes gave exclusively the corresponding dibenzosemibullvalenes, Ile (81%) and lid (81%), respectively. The formation of regioselective products in these systems has been attributed to the relative stabilities of the diradical intermediates involved in these transformations. Interestingly, the dibenzosemibullvalene 7a, on refluxing in xylene, gave the corresponding dibenzopentalenofuran 9a (94%). Thermolysis of 11a and Ile in o-dichlorobenzene and, likewise, of 11b in xylene, yielded 94-97% of the corresponding dibenzopentalenofurans 12a, 12c, and 12b, respectively. Activation energies for the thermal isomerizations of 7a to 9a, 11a to 12a, and 11b to 12b have been found to be 21.57, 25.97, and 17.93 kcal/mol, respectively. The structures of 11a, 11c, 11b, and 12b were established unambiguously through X-ray crystallographic analysis, whereas the structures of the different photoproducts, 7a, 11a-d, 12a-c and 9a, have been arrived at on the basis of spectral data and analytical results.

  DOI：

  10.1021/jo9905322