N''-methyl-2,2':4,4''-terpyridinium iodide | 133914-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N''-methyl-2,2':4,4''-terpyridinium iodide
• 英文别名: 4-(N-methyl-4-pyridyl)-2,2'-bipyridine iodide
• CAS: 133914-60-0
• 化学式: C₁₆H₁₄N₃*I
• 分子量: 375.212
• InChiKey: QLDCZTCGJJRIDB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.66
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N''-methyl-2,2':4,4''-terpyridinium iodide 以 N,N-二甲基甲酰胺 为溶剂， 生成 1''-Methyl-1''λ⁴-[2,2';4',4'']terpyridine
  参考文献：
  名称：

  Persaud, L.; Barbiero, G., Canadian Journal of Chemistry, 1991, vol. 69, # 2, p. 315 - 321

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基吡啶 在 sodium hydroxide 、 氨 作用下， 以 甲苯 为溶剂， 反应 29.17h， 生成 N''-methyl-2,2':4,4''-terpyridinium iodide
  参考文献：
  名称：

  Persaud, L.; Barbiero, G., Canadian Journal of Chemistry, 1991, vol. 69, # 2, p. 315 - 321

  摘要：

  DOI：

文献信息

• Intramolecular charge transfer in pyridinium-substituted Ru-polypyridine complexes
  作者：Yibing Shen、Keith A Walters、Khalil Abboud、Kirk S Schanze

  DOI：10.1016/s0020-1693(99)00570-8

  日期：2000.4

  A comparative photophysical study has been carried out on the complexes (bpy)(2)Ru(MQ(+))(2)(4+) and (bpy)(2)Ru(bpy-py-Me+)3(+) (1 and 2, respectively, where bpy = 2,2'-bipyridine, MQ(+) is N-methyl-4,4'-bipyridinium and bpy-py-Me+ is 4-(N-methyl-4-pyridyl)-2,2'-bipyridine). In addition, the X-ray crystal structure of 2 is reported. As noted previously by Meyer and co-workers, complex 1 features strong photoluminescence from the Ru --> bpy metal-to-ligand charge transfer (MLCT) state at 80 K in an ethanol - methanol glass, but the emission is quenched at the solvent glass-to-fluid transition temperature due to intramolecular ligand-to-ligand charge transfer to produce the Ru --> MQ(+) MLCT state: [(bpy)(bpy(-.))Ru(III)(MQ(+))(2)](4 + *) --> [(bpy)(2)Ru(III)(MQ(.))(MQ(+))](4 + *). The existence of the Ru --> MQ(+) MLCT state is confirmed in the present study by laser flash photolysis of 1 at 160 K which provides evidence for the reduced monoquat ligand, MQ(.). The photophysics of the new complex 2 at temperatures ranging from 80 to 300 K is dominated by a the low-lying Ru --> bpy-py-Me+. MLCT state. Luminescence is observed from this state in an ethanol-methanol glass at 80 K as well as at temperatures above the solvent glass-to-fluid transition. The photoluminescence of 2 undergoes a large thermally-induced Stokes shift as the temperature is raised through the solvent glass-to-fluid transition region. The large Stokes shift is ascribed to solvent relaxation as well as relaxation with respect to a low-frequency inner sphere mode that consists of rotation around the C-C bond between the bpy and N-methylpyridinium rings in the bpy-py-Me+ acceptor ligand. Temperature dependent emission lifetime studies indicate that 2 features a dynamic anti-Stokes shift in the emission at T less than or equal to 110 K and a dynamic Stokes shift for T > 110 K. (C) 2000 Elsevier Science S.A. All rights reserved.