4,4'-pentahelicene-3,12-diyldiphenol | 1250981-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4'-pentahelicene-3,12-diyldiphenol
• 英文别名: 4-[19-(4-Hydroxyphenyl)-6-pentacyclo[12.8.0.02,11.03,8.017,22]docosa-1(14),2(11),3(8),4,6,9,12,15,17(22),18,20-undecaenyl]phenol
• CAS: 1250981-45-3
• 化学式: C₃₄H₂₂O₂
• 分子量: 462.547
• InChiKey: HFWPXSSGYMJFGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,12-dichloropentahelicene 、 4-羟基苯硼酸 在 双(乙腈)氯化钯(II) 、 四丁基氟化铵 、 三环己基膦 作用下， 反应 20.0h， 以98%的产率得到4,4'-pentahelicene-3,12-diyldiphenol
  参考文献：
  名称：

  A Versatile Synthesis of Functionalized Pentahelicenes

  摘要：

  A general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed It employs the sequence or a double propargyl ganometallics (Li, Mg, Ga/In) addition to it tolan-2.2'-dialdehyde-type intermediate. a cobalt-catalyzed/cobalt-media led [2 + 2 + 2] cycloisomerization of a triyne intermediate,and a double silica gel-assisted acetic acid elimination to receive pentahelicene, 1,14-diazapentahelicene. and 3,12-dichloro-, 3 12-dichloro-7trimethylsilyl- and 3,12-di-tert-butylpentahelicene 3,12-Dichloropentahelicene undergoes a Suzuki-Miyam a coupling with aryl boronic acids (or ester) under palladium catalysis to afford 3-12-diarylpentahelicenes

  DOI：

  10.1021/jo1013977

文献信息

• A Versatile Synthesis of Functionalized Pentahelicenes
  作者：Olivier Songis、Jiří Míšek、Markus B. Schmid、Adrian Kollárovič、Irena G. Stará、David Šaman、Ivana Císařová、Ivo Starý

  DOI：10.1021/jo1013977

  日期：2010.10.15

  A general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed It employs the sequence or a double propargyl ganometallics (Li, Mg, Ga/In) addition to it tolan-2.2'-dialdehyde-type intermediate. a cobalt-catalyzed/cobalt-media led [2 + 2 + 2] cycloisomerization of a triyne intermediate,and a double silica gel-assisted acetic acid elimination to receive pentahelicene, 1,14-diazapentahelicene. and 3,12-dichloro-, 3 12-dichloro-7trimethylsilyl- and 3,12-di-tert-butylpentahelicene 3,12-Dichloropentahelicene undergoes a Suzuki-Miyam a coupling with aryl boronic acids (or ester) under palladium catalysis to afford 3-12-diarylpentahelicenes