1,3-Bis(1-oxyl-4,4,5,5-tetramethylimidazolin-2-yl)benzene | 38577-46-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-Bis(1-oxyl-4,4,5,5-tetramethylimidazolin-2-yl)benzene
• 英文别名: 4,4,5,5-Tetramethyl-2-[3-(4,4,5,5-tetramethyl-1-oxidoimidazol-2-yl)phenyl]imidazol-1-ium 1-oxide；4,4,5,5-tetramethyl-2-[3-(4,4,5,5-tetramethyl-1-oxidoimidazol-2-yl)phenyl]imidazol-1-ium 1-oxide
• CAS: 38577-46-7
• 化学式: C₂₀H₂₈N₄O₂
• 分子量: 356.468
• InChiKey: DCQZVZONRGKQFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-Bis(4',4',5',5'-tetramethylimidazolin-2'-yl)benzene-1'.1''-dioxide-3',3''-dioxyl 在 盐酸 、 sodium nitrite 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以74%的产率得到1,3-Bis(1-oxyl-4,4,5,5-tetramethylimidazolin-2-yl)benzene
  参考文献：
  名称：

  Towards a Better Understanding of the Magnetic Interactions withinm-Phenyleneα-Nitronyl Imino Nitroxide Based Biradicals

  摘要：

  An extensive investigation of the magnetic properties of three series of biradicals (bis-nitronyl nitroxides diNN-R, bis-imino nitroxides diIN-R and mixed INNN-R. where R is either hydrogen, a triple bond or trimethylsilylacetylenic group) has been carried out to give clear values of the intramolecular interactions through the m-phenylene coupling unit with alpha -nitronyl nitroxides (NN) or alpha -imino nitroxides (IN). An EPR study of the molecules in the isolated state is validated by ab initio calculations, which show the respective influence of spin polarisation and molecular conformation on the singlet-triplet gaps. All these results indicate that the triplet state is the ground state for such biradicals. except when the imidazolyl cycles are orthogonal to the phenyl ring. The magnetic properties of the biradicals in the solid state can be rationalised by examination of the short contacts produced between the ONC-NO and ONCN groups. EPR studies on single crystals of the H-substituted series have confirmed the presence of a structural distortion for diNN-H whereas diIN-H and INNN-H do not exhibit such a peculiarity. The magnetic behav lour of diIN-H is described well by a four-spins model, with a strong intermolecular antiferromagnetic interaction of -90 K, whereas in the case of the two other compounds. a supplementary contact involves more complex interactions between the dimers. The compound diNN-tmsa exhibits a ferromagnetic intermolecular interaction of +11 K within the dimers, and this could be attributed to the relative disposition of the imidazolyl rings. Compound diNN-tr reveals a chain-like behaviour, whereas diIN-tr shows a predominant antiferromagnetic interaction within the dimers. The values for the intramolecular interactions in the solid state are in good agreement with those found for the isolated molecules.

  DOI：

  10.1002/1521-3765(20010601)7:11<2466::aid-chem24660>3.0.co;2-4