1-(2',2''-bipyridyl-5'-yl-methyl)-1,4,8,11-tetraazacyclotetradecane | 142023-28-7

• 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-5'-yl-methyl)-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 1-(2,2'-bipyridin-3-ylmethyl)-1,4,8,11-tetraazacyclootetradecane；1-[(6-Pyridin-2-ylpyridin-3-yl)methyl]-1,4,8,11-tetrazacyclotetradecane
• CAS: 142023-28-7
• 化学式: C₂₁H₃₂N₆
• 分子量: 368.525
• InChiKey: MXMNQUIBDDBCKH-UHFFFAOYSA-N

物化性质

• 沸点：
  550.5±50.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 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：

  1-(2',2''-bipyridyl-5'-yl-methyl)-1,4,8,11-tetraazacyclotetradecane 以 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and coordination chemistry of 1-(2′,2″-bipyridyl-5′-yl-methyl)-1,4,8,11-tetraazacyclotetradecane L¹. Quenching of fluorescence from [Ru(bipy)₂(L¹)]²⁺by coordination of Ni^IIor Cu^IIin the cyclam cavity (bipy = 2,2′-bipyridine; cyclam = 1,4,8,11-tetra-azacyclotetradecane)

  摘要：

  报道了一种新型的环氨基烷烃（L1）双吡啶衍生物，旨在进行可控和系统的多核金属配合物形成；证明了在环氨基烷烃腔内与CuII配位时，[(bipy)2Ru(L1)]2+的[Ru(bipy)3]2+核心的荧光淬灭现象。

  DOI：

  10.1039/c39920000684
• 作为产物：
  描述：

  5-甲基-2,2'-联吡啶 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 氯苯 为溶剂， 生成 1-(2',2''-bipyridyl-5'-yl-methyl)-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Synthesis and coordination chemistry of 1-(2′,2″-bipyridyl-5′-yl-methyl)-1,4,8,11-tetraazacyclotetradecane L¹. Quenching of fluorescence from [Ru(bipy)₂(L¹)]²⁺by coordination of Ni^IIor Cu^IIin the cyclam cavity (bipy = 2,2′-bipyridine; cyclam = 1,4,8,11-tetra-azacyclotetradecane)

  摘要：

  报道了一种新型的环氨基烷烃（L1）双吡啶衍生物，旨在进行可控和系统的多核金属配合物形成；证明了在环氨基烷烃腔内与CuII配位时，[(bipy)2Ru(L1)]2+的[Ru(bipy)3]2+核心的荧光淬灭现象。

  DOI：

  10.1039/c39920000684

文献信息

• Photophysical properties of an assembly containing a [Ru(bpy)3]2+ chromophore and a [Ru(bpy)(CN)4]2– quencher unit linked by a hydrogen-bonded interface based on the [Ru(bpy)(CN)4]2–/aza-crown association
  作者：Naomi R. M. Simpson、Michael D. Ward、Angeles Farran Morales、Barbara Ventura、Francesco Barigelletti

  DOI：10.1039/b202067j

  日期：2002.6.7

  The two complexes [(bpy)2Ru(bpy-cyclamH2)]4+ (Ru-cy; bpy = 2,2′-bipyridine; bpy-cyclam = 1-(2,2′-bipyridin-5-yl-methyl)-1,4,8,11-tetraazacyclotetradecane) and [Ru(bpy)(CN)4]2− (Ru-CN) associate in MeCN solution via a hydrogen-bonding interaction between the externally-directed lone pairs of the cyanide ligands on the Ru-CN unit, and the protonated amine sites of the cyclam macrocycle which is pendant from the [Ru(bpy)3]2+ core of the Ru-cy unit. Due to the sensitivity of the Ru-CN chromophore to interactions of the cyanide lone pairs, this association results in characteristic changes in its absorption and emission properties; viz. the 1MLCT absorption is blue-shifted, from 535 to 480 nm, and the 3MLCT emission is also blue-shifted, from 790 nm to 680 nm. In addition, the association between the components results in quenching of the characteristic 3MLCT luminescence of the Ru-cy unit. Analysis of the absorption and emission properties of mixtures of the two components in varying proportions indicates that a 2 ∶ 1 associate Ru-cy:Ru-CN:Ru-cy forms, in which two of the cyanide ligands of Ru-CN interact with each of the Ru-cy units. The overall association constant for formation of this is Kass = 2.6 × 1011 M−2; under the dilute conditions necessary for luminescence experiments the association is not complete however and some free Ru-CN and Ru-cy are also present in the equilibrium mixture. Within the hydrogen-bonded associate, quenching of the 3MLCT luminescence of the Ru-cy unit occurs, most likely by a Förster energy transfer mechanism, with ca. 88% efficiency and a rate constant of kq = 3.8 × 107 s−1, corresponding to an inter-chromophore separation of ca. 11.5 Å.

  两种配合物[(bpy)2Ru(bpy-cyclamH2)]4+（Ru-cy；bpy = 2,2â²-联吡啶；bpy-cyclam=1-(2,2â²-联吡啶-5-基-甲基)-1,4,8,11-四氮杂环十四烷）和[Ru(bpy)(CN)4]2â（Ru-CN）在 MeCN 溶液中通过 Ru-CN 单元上的氰配体的外部定向孤对之间的氢键相互作用而结合、和环胺大环的质子化胺位点之间的氢键相互作用而结合在一起，环胺大环悬垂于 Ru-Cy 单元的 [Ru(bpy)3]2+ 核心。由于 Ru-CN 发色团对氰基孤对作用的敏感性，这种结合导致其吸收和发射特性发生了特征性变化；即 1MLCT 的吸收从 535 纳米蓝移到 480 纳米，3MLCT 的发射也从 790 纳米蓝移到 680 纳米。此外，各成分之间的结合导致 Ru-cy 单元的特征性 3MLCT 发光被淬灭。对不同比例的两种成分混合物的吸收和发射特性的分析表明，Ru-cy:Ru-CN:Ru-cy 形成了 2 ⶠ1 的关联，其中 Ru-CN 的两个氰配体与每个 Ru-cy 单元相互作用。在发光实验所需的稀释条件下，这种结合并不完全，平衡混合物中还存在一些游离的 Ru-CN 和 Ru-cy。在氢键结合体中，Ru-cy 单元的 3MLCT 发光会发生淬灭，这很可能是通过弗斯特能量转移机制实现的，淬灭效率约为 88%，速率常数为 kq = 3.8 à 107 sâ1，对应于色相间分离约 11.5 à 。
• MEASURING ANALYTES WITH METAL-LIGAND COMPLEX PROBES
  申请人：——

  公开号：US20020045268A1

  公开（公告）日：2002-04-18

  In accordance with the present invention, a method of measuring an analyte in a sample includes the following steps. A metal-ligand complex probe is contacted with a sample containing analyte. The probe is bound to analyte in the sample to form an analyte-bound probe species. Both bound and unbound species of the probe exist in the sample. At least one of the bound and unbound species is fluorescent, with each of the bound and unbound species being optically distinguishable. The sample containing the bound and unbound species is excited with radiation, so as to produce a resulting emission from at least one of the bound and unbound species. The resulting emission is detected, so as to provide an optical measurement of the emission. Concentration of analyte in the sample is determined utilizing the optical measurement of the emission.

  根据本发明，一种测量样品中分析物的方法包括以下步骤。将金属配体复合物探针与含有分析物的样品接触。探针与样品中的分析物结合形成分析物-探针复合物。样品中存在探针的结合和未结合的物种。至少其中一种结合和未结合的物种是荧光的，每种结合和未结合的物种都是光学可区分的。用辐射激发含有结合和未结合物种的样品，以产生至少一种结合和未结合物种的结果发射。检测结果发射，以提供发射的光学测量。利用发射的光学测量确定样品中分析物的浓度。
• Electrochemical and photophysical properties of two-component coordination compounds containing a metallocyclam and an ReI(bipy)(CO)3Cl subunit
  作者：Ilaria Costa、Luigi Fabbrizzi、Piersandro Pallavicini、Antonio Poggi、Alberto Zani

  DOI：10.1016/s0020-1693(97)06109-4

  日期：1998.7
• Synthesis and coordination chemistry of 1-(2′,2″-bipyridyl-5′-yl-methyl)-1,4,8,11-tetraazacyclotetradecane L¹. Quenching of fluorescence from [Ru(bipy)₂(L¹)]²⁺by coordination of Ni^IIor Cu^IIin the cyclam cavity (bipy = 2,2′-bipyridine; cyclam = 1,4,8,11-tetra-azacyclotetradecane)
  作者：Simon C. Rawle、Peter Moore、Nathaniel W. Alcock

  DOI：10.1039/c39920000684

  日期：——

  A novel bipy derivative of cyclam (L1) designed for controlled and systematic polynuclear metal complex formation is reported; fluorescence quenching of the [Ru(bipy)3]2+ core of [(bipy)2Ru(L1)]2+ upon coordination of CuII at the cyclam cavity is demonstrated.

  报道了一种新型的环氨基烷烃（L1）双吡啶衍生物，旨在进行可控和系统的多核金属配合物形成；证明了在环氨基烷烃腔内与CuII配位时，[(bipy)2Ru(L1)]2+的[Ru(bipy)3]2+核心的荧光淬灭现象。