三苯基咪唑基自由基单体 | 35398-30-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 三苯基咪唑基自由基单体
• 英文名称: triphenylimidazolyl radical monomer
• 英文别名: lophyl radical；2,4,5-Triphenyl-imidazolyl-Radikal；2,4,5-Triphenylimidazolyl-Radikal；2,4,5-Triphenylimidazolylradikal；2,4,5-Triphenylimidazyl-Radikal；2,4,5-Triphenylimidazolyl
• CAS: 35398-30-2；1724-47-6；47283-77-2
• 化学式: C₂₁H₁₅N₂
• 分子量: 295.363
• InChiKey: ILGDRCJPHLZXRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三苯基咪唑基自由基单体 以 苯 为溶剂， 生成 2,2'-lophyl dimer
  参考文献：
  名称：

  Sakaino, Yoshiko, Journal of the Chemical Society. Perkin transactions I, 1983, # 5, p. 1063 - 1066

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Chloro-2,4,5,2',4',5'-hexaphenyl-2,3-dihydro-2'H-[1,2']biimidazolyl 以 二氯甲烷 为溶剂， 生成 三苯基咪唑基自由基单体
  参考文献：
  名称：

  Photodissociation of hexaarylbiimidazole. 1. Triplet-state formation

  摘要：

  The mechanism of photodissociation of 2-chlorohexaarylbiimidazole is studied by laser flash photolysis in organic liquids and by EPR methods in polymer and low-molecular-weight organic matrices. It is found that at low temperatures (approximately 10 K) the ultraviolet irradiation produces a triplet hexaarylbiimidazole rather than the radicals. No triplet-state decomposition into radicals is observed, supporting the results of indirect measurements reported by other researchers. At higher temperatures, the radicals formed from the dissociation of the singlet state dominate. This is the first direct observation of the hexaarylbiimidazole triplet reported to date. The results are explained by considering the molecular structure and hexaarylbiimidazole mobility.

  DOI：

  10.1021/j100168a022

文献信息

• In situ Observation of Molecular Swapping in a Crystal by X-ray Analysis
  作者：Masaki Kawano、Tomokatsu Sano、Jiro Abe、Yuji Ohashi

  DOI：10.1246/cl.2000.1372

  日期：2000.12

  X-ray diffraction analysis elucidated that a pair of hexaarylbiimidazoles was transformed to a complex composed of two lophyl radicals and a piezodimer on irradiation at low temperatures. The piezodimer, the existence of which has been assumed spectroscopically as an unstable isomer, was produced via molecular swapping of two photo-induced lophyl radicals with drastic conformational change. The black crystal reverted to the original structure on warming to 25 °C.

  X 射线衍射分析表明，一对六芳基咪唑在低温辐照下转变为由两个洛菲基和一个压锁二聚体组成的复合物。这种压锁二聚体是通过两个光诱导的洛菲自由基的分子交换而产生的，其构象发生了剧烈的变化，从光谱学上看，它是一种不稳定的异构体。当温度升至 25 °C时，黑色晶体又恢复到原来的结构。
• Tentative mechanism for the bistability observed during irradiation of the triphenylimidazolyl radical dimer in a CSTR
  作者：B. Borderie、D. Lavabre、G. Levy、J. C. Micheau、J. P. Laplante

  DOI：10.1021/ja00167a002

  日期：1990.5