Zn(HaaiCH₂Ph)₂I₂ | 1574680-89-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Zn(HaaiCH₂Ph)₂I₂
• 英文别名: Zn(1-benzyl-2-(phenylazo)imidazole)₂I₂
• CAS: 1574680-89-9；1577181-07-7
• 化学式: C₃₂H₂₈I₂N₈Zn
• 分子量: 843.827
• InChiKey: JCYUPYLWZBAKEJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  1-benzyl-2-(phenylazo)imidazole 、 zinc(II) iodide 以 甲醇 、 乙腈 为溶剂， 反应 2.0h， 生成 Zn(HaaiCH₂Ph)₂I₂
  参考文献：
  名称：

  Structure and photochromism of zinc(II) complexes with 1-alkyl-2-(arylazo)imidazole, and the effect of number of coordinated ligands and halide type on the photochromism

  摘要：

  Zinc(II) complexes of 1-alkyl-2-(arylazo)imidazoles (RaaiR(/)) such as, [Zn(RaaiR(/))(DMF)X-2], [Zn(RaaiR(/))(2)X-2] (X = Cl, Br, I) and [Zn(RaaiR(/))(4)](ClO4)(2) are characterized by spectroscopic data. The structures have been confirmed by single crystal X-ray diffraction measurements of [Zn(MeaaiCH(2)Ph)(DMF)Cl-2] and [Zn(MeaaiCH(2)Ph)(2)I-2.] (MeaaiCH(2)Ph = 1-benzyl-2-(p-tolylazo)imidazole). These complexes are sensitive to irradiation of light and undergoes trans(t)-to-cis(c) isomerisation of coordinated azoimidazole upon UV light irradiation in DMF solution. Quantum yields (phi(t -> c)) are calculated and it is shown that free ligand shows higher phi(t -> c) than that of Zn(II) complexes. The reverse, cis-to-trans, transformation has been performed slowly with visible light irradiation and becomes fast with increasing temperature. The activation energy (E-a) is calculated by controlled temperature experiment. Effect of anions (Cl-, Br- and I-) and number of coordinated azoimidazoles (RaaiR(/)) [Zn(RaaiR(/))-; Zn(RaaiR(/))(2)-; Zn(RaaiR(/))(4)] on the rate and quantum yields of photochromism are examined. The rate of isomerisation follows the sequence [Zn(RaaiR(/))(n)Cl-2] < [Zn(RaaiR(/))(n)Br-2] < [Zn(RaaiR(/))(n)I-2] (n = 1 or 2) and [Zn(RaaiR(/))(DMF)X-2] > [Zn(RaaiR(/))(2)X-2] > [Zn(RaaiR(/))(4)](ClO4)(2). The effect of halide on the rate and quantum yields have been correlated with electronegativity in the order of I < Br < Cl. Gaussian 03 calculations of representative complexes are used to explain the difference in the rates and quantum yields of photoisomerisation. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.01.008