tricyclo<5.2.2.0^2,6>undeca-3,8-diene | 54483-01-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: tricyclo<5.2.2.0^2,6>undeca-3,8-diene
• 英文别名: endo-tricyclo[6.2.2.0^2,6]undeca-3,8-diene；endo-tricyclo[5.2.2.0^2,6]undeca-3,8-diene；endo-tricyclo[5.2.2.0^2,6]undecadiene-3,8；exo-1H-Indene, 3a,4,7,7a-tetrahydro-4,7-ethano；(1R,2S,6R,7S)-tricyclo[5.2.2.02,6]undeca-3,8-diene
• CAS: 54483-01-1
• 化学式: C₁₁H₁₄
• 分子量: 146.232
• InChiKey: MOKDIRQGOJTXJX-ZRUFSTJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 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：

  tricyclo<5.2.2.0^2,6>undeca-3,8-diene 生成 endo-tricyclo<5.2.2.0^2,6>undeca-8-en-3-one
  参考文献：
  名称：

  Oxymercuration-demercuration and hydroboration-oxidation of endo-tricyclo[5.2.2.02,6]undeca-3,8-diene. Stereospecific oxymercuration leading to the 4-exo-hydroxy derivative

  摘要：

  DOI：

  10.1021/jo00913a032
• 作为产物：
  描述：

  endo-Dicyclopentadien 、 1,3-环己二烯 在 吡啶 作用下， 以3.18 g的产率得到tricyclo<5.2.2.0^2,6>undeca-3,8-diene
  参考文献：
  名称：

  Electronic control of stereoselectivity. 4. Effects of neighboring fused bicyclic frameworks on the stereochemical outcome of Diels-Alder cycloadditions to cyclopentadiene rings

  摘要：

  DOI：

  10.1021/ja00544a008

文献信息

• SYNTHESIS AND [2+2]-CYCLOREVERSION OF CAGE KETONES
  作者：Yoshiro Yamashita、Toshio Mukai

  DOI：10.1246/cl.1984.1741

  日期：1984.10.5

  A series of pentacyclic cage ketones 2b-d having no substituent was synthesized by the photochemical [2+2]-cycloaddition reaction of corresponding tricyclic dienones 1b-d. The cage ketones 2b-d underwent thermal [2+2]-cycloreversion to give dienones 1b-d. The reactivities were dependent on the length of the bridge “X”.

  通过相应的三环二烯酮1b-d的光化学[2+2]-环加成反应合成了一系列无取代基的五环笼酮2b-d。笼酮 2b-d 经历了热 [2+2]-环转化，得到二烯酮 1b-d。反应性取决于桥“X”的长度。
• Epoxidation of the products of codimerization of cyclopentadiene and cyclohexadiene hydrocarbons catalyzed by lanthanide-molybdenum polyoxometalates
  作者：N. I. Garibov、Kh. M. Alimardanov、N. R. Dadashova、O. A. Sadygov、M. B. Almardanova、A. D. Kuliev

  DOI：10.1134/s1070363215050035

  日期：2015.5

  [4+2]-Codimerization of cyclohexa-1,3-diene, cyclopentadiene, and their methyl-substituted derivatives in the presence of H-forms of synthetic mordenite and natural clinoptilolite was studied. Application of zeolites as catalyst decreases the rate of di- and trimerization of cyclopentadiene and its methyl-substituted derivatives, increases the reaction selectivity with respect to their codimers with cyclohexa-1,3-diene and its methylsubstituted derivatives as well as 4-vinylcyclohexene. Epoxidation of the synthesized codimers with the adduct of hydrogen peroxide with urea in the presence of gadolinium- and neodymium-containing phosphorus molybdenum complexes as catalysts has been investigated, and optimal conditions for preparation of diepoxides of tricyclic dienes have been found.
• Zenkevich, Russian Journal of Organic Chemistry, 1998, vol. 34, # 10, p. 1403 - 1409
  作者：Zenkevich

  DOI：——

  日期：——
• Carbonylation and valence isomerization of 1,3-dihomocubane derivatives by chlorodicarbonylrhodium dimer
  作者：Chana Zlotogorski、Jochanan Blum、Eiji Osawa、Helmut Schwarz、Gerhard Hoehne

  DOI：10.1021/jo00180a004

  日期：1984.3
• Electronic control of stereoselectivity. 4. Effects of neighboring fused bicyclic frameworks on the stereochemical outcome of Diels-Alder cycloadditions to cyclopentadiene rings
  作者：Michael C. Boehm、Richard V. C. Carr、Rolf Gleiter、Leo A. Paquette

  DOI：10.1021/ja00544a008

  日期：1980.11