| 1189131-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1189131-85-8
• 化学式: C₂₂H₂₆I₂O₄
• 分子量: 608.255
• InChiKey: YRECBFAORAQOIX-SZPZYZBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Macrocyclization by Rhodium‐Catalyzed Cross‐Cyclotrimerization of L‐Shaped Diynes with Di‐ tert ‐butyl Acetylenedicarboxylate: Effect of Bent Linkers of Diynes

  摘要：

  The effects of bent linkers in diynes on the efficiency and selectivity of intermolecular macrocyclization by the rhodium‐catalyzed sequential cross‐cyclotrimerization of L‐shaped diynes and di‐tert‐butyl acetylenedicarboxylate was investigated. A bulky triethylsilyl‐protected cyclohexa‐1,4‐dienediol‐linked diyne reacted with di‐tert‐butyl acetylenedicarboxylate to give the corresponding 16‐membered macrocycle as well as the 12‐membered macrocycle. Aromatization of the thus‐obtained 12‐membered macrocycle through desilylation followed by reductive aromatization with SnCl2 and HCl afforded a [12]cycloparaphenylenehexacarboxylate. The use of a conformationally flexible methoxymethyl‐protected cyclohexanediol‐linked diyne increased the yield of the corresponding 16‐membered macrocycle, although oxidative aromatization leading to the corresponding cycloparaphenylenes was unsuccessful.

  DOI：

  10.1002/ejoc.201600909

文献信息

• Selective Synthesis of [12]Cycloparaphenylene
  作者：Hiroko Takaba、Haruka Omachi、Yosuke Yamamoto、Jean Bouffard、Kenichiro Itami

  DOI：10.1002/anie.200902617

  日期：2009.8.3

  Tighten your belt: [12]Cycloparaphenylene, the sidewall segment of a carbon nanotube (see picture), has been synthesized in a selective manner through stepwise palladium‐catalyzed coupling reactions. The synthesis capitalizes on the ability of the cis‐1,4‐dihydroxycyclohexane‐1,4‐diyl unit to attenuate the build‐up of strain energy during macrocyclization.

  系紧安全带：[12]碳纳米管的侧壁部分（见图）环对亚苯基是通过逐步的钯催化的偶联反应以选择性方式合成的。该合成利用顺环1，4-二羟基环己烷-1，4-二基单元在大环化过程中减弱应变能积累的能力。