henicosacyclo[22.14.14.64,11.614,21.627,34.641,48.02,23.03,12.05,10.013,22.015,20.025,38.026,35.028,33.039,52.040,49.042,47.053,58.059,64.065,70.071,76]hexaheptaconta-5,7,9,12,15,17,19,25(38),26(35),28,30,32,36,39(52),40(49),42,44,46,50,53,55,57,59,61,63,65,67,69,71,73,75-hentriacontaene | 136954-45-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: henicosacyclo[22.14.14.64,11.614,21.627,34.641,48.02,23.03,12.05,10.013,22.015,20.025,38.026,35.028,33.039,52.040,49.042,47.053,58.059,64.065,70.071,76]hexaheptaconta-5,7,9,12,15,17,19,25(38),26(35),28,30,32,36,39(52),40(49),42,44,46,50,53,55,57,59,61,63,65,67,69,71,73,75-hentriacontaene
• CAS: 136954-45-5
• 化学式: C₇₆H₅₀
• 分子量: 963.233
• InChiKey: PKKSOEHSXQGZRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.2
• 重原子数：
  76
• 可旋转键数：
  0
• 环数：
  26.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  henicosacyclo[22.14.14.64,11.614,21.627,34.641,48.02,23.03,12.05,10.013,22.015,20.025,38.026,35.028,33.039,52.040,49.042,47.053,58.059,64.065,70.071,76]hexaheptaconta-5,7,9,12,15,17,19,25(38),26(35),28,30,32,36,39(52),40(49),42,44,46,50,53,55,57,59,61,63,65,67,69,71,73,75-hentriacontaene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 以86%的产率得到henicosacyclo[22.14.14.64,11.614,21.627,34.641,48.02,23.03,12.05,10.013,22.015,20.025,38.026,35.028,33.039,52.040,49.042,47.053,58.059,64.065,70.071,76]hexaheptaconta-2,5,7,9,12,15,17,19,22,25(38),26(35),28,30,32,36,39(52),40(49),42,44,46,50,53,55,57,59,61,63,65,67,69,71,73,75-tritriacontaene
  参考文献：
  名称：

  Synthesis of three helically chiral iptycenes

  摘要：

  The synthesis of iptycenes 2-4, each of which is helically chiral and has a C2 symmetry axis, is described. Key intermediates are diene 7, prepared in two steps and 44% yield from known ketone 5, and anthracene 11, prepared in four steps and 48% yield from diene 7. A noteworthy step in the latter sequence is the aluminum chloride catalyzed, room-temperature, regio- and stereoselective cycloaddition of naphthoquinone 8 to diene 7 to give a single isomer of 9. Anthracene 11 was converted in one step to 2 and in four steps to 3 (Scheme II). Bicycloalkene 15, an intermediate in the latter synthesis, was converted to 4 in two steps (Scheme III). Cycloaddition of unactivated dienophile 15 to unactivated dienes 17 and 18 proceeds in good yields. Hydrocarbon 3 could be resolved on several chiral columns.

  DOI：

  10.1021/jo00024a038
• 作为产物：
  描述：

  1,4,1',4'-tetrahydro-1,4:1',4'-di-o-benzeno-2,2'-binaphthyl 、 5,18:9,14-di<1,2'>benzeno-8,17-etheno-5,8,9,14,17,18-hexahydronaphtho<2,3-c>pentaphene 以 萘烷 为溶剂， 反应 12.0h， 以66%的产率得到henicosacyclo[22.14.14.64,11.614,21.627,34.641,48.02,23.03,12.05,10.013,22.015,20.025,38.026,35.028,33.039,52.040,49.042,47.053,58.059,64.065,70.071,76]hexaheptaconta-5,7,9,12,15,17,19,25(38),26(35),28,30,32,36,39(52),40(49),42,44,46,50,53,55,57,59,61,63,65,67,69,71,73,75-hentriacontaene
  参考文献：
  名称：

  Synthesis of three helically chiral iptycenes

  摘要：

  The synthesis of iptycenes 2-4, each of which is helically chiral and has a C2 symmetry axis, is described. Key intermediates are diene 7, prepared in two steps and 44% yield from known ketone 5, and anthracene 11, prepared in four steps and 48% yield from diene 7. A noteworthy step in the latter sequence is the aluminum chloride catalyzed, room-temperature, regio- and stereoselective cycloaddition of naphthoquinone 8 to diene 7 to give a single isomer of 9. Anthracene 11 was converted in one step to 2 and in four steps to 3 (Scheme II). Bicycloalkene 15, an intermediate in the latter synthesis, was converted to 4 in two steps (Scheme III). Cycloaddition of unactivated dienophile 15 to unactivated dienes 17 and 18 proceeds in good yields. Hydrocarbon 3 could be resolved on several chiral columns.

  DOI：

  10.1021/jo00024a038