1-(2',2''-bipyridyl-4',4''-yldimethyl)-1,4,8,11-tetraazacyclotetradecane | 154324-58-0

• 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: 1-(2',2''-bipyridyl-4',4''-yldimethyl)-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 4-methyl-4'-(cyclam)methyl-2,2'-bipyridine；1-[[2-(4-Methyl-2-pyridyl)-4-pyridyl]methyl]-1,4,8,11-tetrazacyclotetradecane；1-[[2-(4-methylpyridin-2-yl)pyridin-4-yl]methyl]-1,4,8,11-tetrazacyclotetradecane
• CAS: 154324-58-0
• 化学式: C₂₂H₃₄N₆
• 分子量: 382.552
• InChiKey: RZMLCFRFZUESIB-UHFFFAOYSA-N

物化性质

• 沸点：
  557.0±50.0 °C(predicted)
• 密度：
  1.023±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  顺-双(2,2'-二吡啶基)二氯化钌(II)二水合物 、 1-(2',2''-bipyridyl-4',4''-yldimethyl)-1,4,8,11-tetraazacyclotetradecane 以 乙醇 、 水 为溶剂， 以60%的产率得到ruthenium bis N,N'-bipyridyl 1-(2',2''-bipyridyl-4',4''-yldimethyl)1,4,8,11-tetraazacyclotetradecane perchlorate dihydrate
  参考文献：
  名称：

  Synthesis and properties of a novel nickel(II) cyclam (cyclam = 1,4,8,11-tetraazacyclotetradecane) complex covalently attached to Ru(bpy)2+3 (bpy = 2,2′-bipyridyl)

  摘要：

  A ditopic ligand bpy-cyclam (1) and its heterometallo-binuclear complex Ru (bpy)(2)(bpy-cyclam-Ni)(4+) (3) as well as the related intermediate complex Ru(bpy)(2)(bpy-cyclam-2H)(4+) (2) have been synthesized and characterized. Their spectroscopic and redox properties have been studied. An efficient intramolecular fluorescence quenching phenomenon was observed for complex 3, which was composed of an Ru(bpy)(3)(2+) core and an Ni(cyclam)(2+) subunit, and is shown to be an interesting hybrid molecule with novel functions.

  DOI：

  10.1016/s0277-5387(00)86610-3
• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 、 4-(溴甲基)-4-甲基-2,2-联吡啶 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以65%的产率得到1-(2',2''-bipyridyl-4',4''-yldimethyl)-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Metal Ion Sensors Based on a Luminescent Ruthenium(II) Complex: The Role of Polymer Support in Sensing Properties

  摘要：

  对模型传感器系统进行了氧和铜（II）离子猝灭研究，以阐明聚合物支撑在传感器性能中的重要但尚未完全表征的作用。该系统由[Ru（Ph2phen）2（4-cyclamCH2（4'-Me）bpy）]Cl2（Ph2phen = 4,7-二苯基-1,10-菲咯啉; bpy = 2,2'-联吡啶; cyclam = 1,4,8,11-四氮杂环十四烷）作为传感器分子，铜（II）离子作为猝灭分析物，和两种聚合物支撑组成。其中一种聚合物是与亲水性聚乙二醇交联的环状硅氧烷，另一种是具有聚乙二醇、聚二甲基硅氧烷和2-羟乙基甲基丙烯酸酯的三元聚合物。两种聚合物均包含用于传感器分子的疏水结合区域和用于将离子输送到传感器的水合亲水区域。发光强度和寿命测量表明，聚合物支撑同样有效地保护传感器分子免受氧猝灭的影响，但不能防止铜（II）离子猝灭。与氧不同，铜（II）离子通过静态和动态猝灭的组合在溶液和聚合物支撑中猝灭传感器分子。给出了未猝灭的激发态寿命、双分子速率常数和平衡常数，并解释它们的差异以提供有关固定在聚合物支撑中的传感器分子的局部环境的信息。

  DOI：

  10.1366/0003702021954629

文献信息

• Synthesis and properties of a novel nickel(II) cyclam (cyclam = 1,4,8,11-tetraazacyclotetradecane) complex covalently attached to Ru(bpy)2+3 (bpy = 2,2′-bipyridyl)
  作者：Xian He Bu、Yun Ti Chen、M. Shionoya、E. Kimura

  DOI：10.1016/s0277-5387(00)86610-3

  日期：1994.1

  A ditopic ligand bpy-cyclam (1) and its heterometallo-binuclear complex Ru (bpy)(2)(bpy-cyclam-Ni)(4+) (3) as well as the related intermediate complex Ru(bpy)(2)(bpy-cyclam-2H)(4+) (2) have been synthesized and characterized. Their spectroscopic and redox properties have been studied. An efficient intramolecular fluorescence quenching phenomenon was observed for complex 3, which was composed of an Ru(bpy)(3)(2+) core and an Ni(cyclam)(2+) subunit, and is shown to be an interesting hybrid molecule with novel functions.
• Metal Ion Sensors Based on a Luminescent Ruthenium(II) Complex: The Role of Polymer Support in Sensing Properties
  作者：Heather M. Rowe、Wenying Xu、J. N. Demas、B. A. DeGraff

  DOI：10.1366/0003702021954629

  日期：2002.2

  Oxygen and copper(II) ion quenching studies were conducted on a model sensor system to elucidate the significant, yet not fully characterized, role of polymer supports in sensor performance. The system consisted of [Ru(Ph₂phen)₂(4-cyclamCH₂(4′-Me)bpy)]Cl₂ (Ph₂phen = 4,7-diphenyl-1,10-phenanthroline; bpy = 2,2′-bipyridine; cyclam = 1,4,8,11-tetraazacyclotetradecane) as the sensor molecule, copper(II) ions as the quenching analyte, and two polymer supports. One polymer used was a cyclic siloxane cross-linked with a hydrophilic poly(ethylene oxide); the other was a ternary polymer with poly(ethylene oxide), poly(dimethylsiloxane), and 2-hydroxyethylmethacrylate. Both polymers contain a hydrophobic binding region for the sensor molecule and a hydrated hydrophilic region for transport of the ions to the sensor. Luminescence intensity and lifetime measurements show the polymer supports to be equally effective at shielding the sensor molecule from oxygen quenching but not copper(II) ion quenching. Unlike oxygen, the copper(II) ions quench the sensor molecule in solution and in the polymer supports through a combination of static and dynamic quenching. The unquenched excited state lifetimes, bimolecular rate constants, and equilibrium constants are presented, and their differences are interpreted to provide information about the local environment of the sensor molecule immobilized in the polymer supports.

  对模型传感器系统进行了氧和铜（II）离子猝灭研究，以阐明聚合物支撑在传感器性能中的重要但尚未完全表征的作用。该系统由[Ru（Ph2phen）2（4-cyclamCH2（4'-Me）bpy）]Cl2（Ph2phen = 4,7-二苯基-1,10-菲咯啉; bpy = 2,2'-联吡啶; cyclam = 1,4,8,11-四氮杂环十四烷）作为传感器分子，铜（II）离子作为猝灭分析物，和两种聚合物支撑组成。其中一种聚合物是与亲水性聚乙二醇交联的环状硅氧烷，另一种是具有聚乙二醇、聚二甲基硅氧烷和2-羟乙基甲基丙烯酸酯的三元聚合物。两种聚合物均包含用于传感器分子的疏水结合区域和用于将离子输送到传感器的水合亲水区域。发光强度和寿命测量表明，聚合物支撑同样有效地保护传感器分子免受氧猝灭的影响，但不能防止铜（II）离子猝灭。与氧不同，铜（II）离子通过静态和动态猝灭的组合在溶液和聚合物支撑中猝灭传感器分子。给出了未猝灭的激发态寿命、双分子速率常数和平衡常数，并解释它们的差异以提供有关固定在聚合物支撑中的传感器分子的局部环境的信息。