heptiptycene | 25911-58-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: heptiptycene
• 英文别名: <1.1.1^a,c.1.1.1.1>heptiptycene；Byzantin；Tridecacyclo[22.6.6.64,11.614,21.02,23.03,12.05,10.013,22.015,20.025,30.031,36.037,42.043,48]octatetraconta-2,5,7,9,12,15,17,19,22,25,27,29,31,33,35,37,39,41,43,45,47-henicosaene
• CAS: 25911-58-4
• 化学式: C₄₈H₃₀
• 分子量: 606.766
• InChiKey: FPIKJODKMJSVSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  48
• 可旋转键数：
  0
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  11-chloro-9,10-dihydro-9,10-ethenoanthracene 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 以20%的产率得到heptiptycene
  参考文献：
  名称：

  Generalization of the triptycene concept. Use of diaryne equivalents in the synthesis of iptycenes

  摘要：

  DOI：

  10.1021/jo00335a021

文献信息

• A method for the synthesis of angular iptycenes
  作者：Khalil Shahlai、Harold Hart

  DOI：10.1021/jo00272a031

  日期：1989.5
• Synthesis of supertriptycene and two related iptycenes
  作者：Khalil Shahlai、Harold Hart

  DOI：10.1021/jo00024a037

  日期：1991.11

  A 10-step 23-30% overall yield synthesis of supertriptycene (2) from vinyl chloride 5 is described. Anthracene 3 is the key intermediate, prepared from 5 in six steps and 41-53% yield (Scheme II). trans-1,2-Dichloroethene adds to 3 to give adduct 22 (94%), which is then converted to 2 in three steps and 70% yield (Scheme IV). A key step in the latter sequence is the remarkable cycloaddition of unactivated alkene 26 to hindered diene 4 in excellent yield. Supertriptycene (2), C104H62, shows only seven peaks in its H-1 NMR spectrum and 12 peaks in its C-13 NMR spectrum, consistent with its D3h symmetry. The hydrocarbon is stable to well over 500-degrees-C. Anthracene 3 was also converted to undecaiptycene 12 and to tridecaiptycene 16; the latter was also independently synthesized in two steps from alkene 26 and diene 28.
• SHAHLAI, KHALIL;HART, HAROLD, J. ORG. CHEM., 54,(1989) N1, C. 2615-2620
  作者：SHAHLAI, KHALIL、HART, HAROLD

  DOI：——

  日期：——
• HART, H.;SHAMOUILIAN, S.;TAKEHIRA, YOSHIKAZU, J. ORG. CHEM., 1981, 46, N 22, 4427-4432
  作者：HART, H.、SHAMOUILIAN, S.、TAKEHIRA, YOSHIKAZU

  DOI：——

  日期：——
• Generalization of the triptycene concept. Use of diaryne equivalents in the synthesis of iptycenes
  作者：Harold Hart、Shamouil Shamouilian、Yoshikazu Takehira

  DOI：10.1021/jo00335a021

  日期：1981.10