4-(3-羟基丙基)-4'-甲基-2,2'-联吡啶 | 114549-79-0

• 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
• 中文名称: 4-(3-羟基丙基)-4'-甲基-2,2'-联吡啶
• 英文名称: 3-(4'-methyl-[2,2'-bipyridin]-4-yl)propan-1-ol
• 英文别名: 4-(3-hydroxypropyl)-4'-methyl-2,2'-bipyridine；4-(3-Hydroxypropyl)-4'-methyl-2,2'-bipyridin；4-(3hydroxypropyl)-4'-methyl-2,2'-bipyridine；3-[2-(4-Methylpyridin-2-yl)-pyridin-4-yl]propan-1-ol；3-[2-(4-methylpyridin-2-yl)pyridin-4-yl]propan-1-ol
• CAS: 114549-79-0
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: GNHXIBAUFKPDNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-羟基丙基)-4'-甲基-2,2'-联吡啶 在 ammonium hexafluorophosphate 、 氢溴酸 作用下， 反应 24.0h， 生成 <1-(3-(4'-methyl-2,2'-bipyridin-4-yl)propyl)-1'-methyl-4,4'-bipyridinediium> bis(hexafluorophosphate)
  参考文献：
  名称：

  钌三联吡啶-紫精供体-受体分子的电子转移反应：正常和马库斯反转区域电子转移速率的距离依赖性比较

  摘要：

  一系列供体-受体分子（2,2[prime]-联吡啶）[sub 2]Ru(4-CH[sub 3]-2,2[prime) 中光致正向和热反向电子转移 (ET) 的速率]-bipyridine-4[prime]) (CH[sub 2])[sub n](4,4[prime]-bipyridinium-CH[sub 3])[sup 4+] (n = 1-5,7, 8) 通过闪光光解/瞬态吸收技术研究。乙腈中分子内正向 ET（MLCT 猝灭）的速率随间隔链中碳原子数呈指数变化，最高为 n = 5，并且对于 n = 5、7、8 大致恒定，与主要[开放引号]一致短链通过键[闭引号]电子转移途径，长链通过溶剂[闭引号]途径[开引号]。β-环糊精分子对间隔链的包封减缓了前向 ET 的速率，n=7、8、与[开放引号]通过债券[开放引号] ET 途径一致。发生在 Marcus 倒置区域的反向 ET 速率也随 n 呈指数变化，但比正向

  DOI：

  10.1021/ja00090a026
• 作为产物：
  描述：

  methyl 3-(4'-methyl-[2,2'-bipyridin]-4-yl)propanoate 在 二异丁基氢化铝 、 rochelle salt 作用下， 以 四氢呋喃 、 环己烷 、 甲醇 为溶剂， 反应 20.5h， 以100%的产率得到4-(3-羟基丙基)-4'-甲基-2,2'-联吡啶
  参考文献：
  名称：

  N-Functionalised TsDPEN catalysts for asymmetric transfer hydrogenation; synthesis and applications

  摘要：

  A series of Ru(II)/arene complexes containing N-alkylated derivatives of TsDPEN were prepared and tested in the asymmetric transfer hydrogenation (ATH) of ketones. The results demonstrated that a wide variety of functionality were tolerated on the basic amine of the TsDPEN ligand, without significantly disrupting the ability of the catalyst to catalyse hydrogen transfer reactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.135

文献信息

• Synthesis and Copper(I) Complexation of 3,6-Di(2-pyridyl)pyridazine and 2,2′-Bipyridine Ligands Functionalized with a Dangling Iridium(III) Complex
  作者：Veronica Marin、Richard Hoogenboom、Brian Moore、Elisabeth Holder、Ulrich S. Schubert

  DOI：10.1071/ch07015

  日期：——

  are reported. The successful coupling of an amino-functional mixed ligand IrIII complex was performed by a carbamate linkage using carbonyl-diimidazole-activated ligands. Characterization by 1H NMR spectroscopy, MALDI-TOFMS, and elemental analysis proved the purity of the synthesized complexes. Further, the complexation of these ligands with copper(i) ions and the effect of complexation on the phosphorescence

  将多种金属配合物组合成单一的异质金属结构对于研究能量和电子转移过程很有意义。在这篇文章中，报道了具有侧联吡啶基-哒嗪和联吡啶部分的铱（iii）配合物的合成和表征。氨基功能混合配体 IrIII 复合物的成功偶联是通过使用羰基-二咪唑活化配体的氨基甲酸酯键进行的。通过 1H NMR 光谱、MALDI-TOFMS 和元素分析的表征证明了合成配合物的纯度。此外，讨论了这些配体与铜 (i) 离子的络合以及络合对 IrIII 络合物磷光的影响，从而进行了模型络合研究以进一步了解观察到的猝灭行为。
• Light-emitting iridium(<scp>iii</scp>) and ruthenium(<scp>ii</scp>) polypyridyl complexes containing quadruple hydrogen-bonding moieties
  作者：Veronica Marin、Elisabeth Holder、Richard Hoogenboom、Emine Tekin、Ulrich S. Schubert

  DOI：10.1039/b513957k

  日期：——

  A novel compound containing both a 2,2′-bipyridine as well as a 2-ureido-4[1H]-ureidopyrimidinone supramolecular moiety (3) has been synthesised and fully characterized by 1H-NMR, MALDI-TOFMS, UV-vis and IR spectroscopy. Subsequent coordination to iridium and ruthenium polypyridyl precursors allowed the formation of iridium(III) and ruthenium(II) polypyridyl dimers (5 and 7) assembled via quadruple hydrogen-bonding as well as metal coordination interactions. The syntheses and complete characterization of these materials by means of two-dimensional NMR techniques (1H–1H COSY and 1H–1H DOSY) as well as IR and MALDI-TOFMS are described in detail. Comparative studies of the optical properties of the luminescent model complexes (5′ and 7′) and the dimer species (5 and 7) are also illustrated. In addition, good processability of the materials has been demonstrated by inkjet printing leading to thin films revealing their potential for light-emitting devices.

  合成了一种同时含有 2,2'-联吡啶和 2-脲基-4[1H]-脲基嘧啶酮超分子部分 (3) 的新型化合物，并通过 1H-NMR、MALDI-TOFMS、UV-vis 和红外光谱。随后与铱和钌聚吡啶基前体的配位允许通过四重氢键以及金属配位相互作用组装形成铱（III）和钌（II）聚吡啶二聚体（5和7）。详细描述了通过二维 NMR 技术（1H–1H COSY 和 1H–1H DOSY）以及 IR 和 MALDI-TOFMS 对这些材料的合成和完整表征。还说明了发光模型复合物（5'和7'）和二聚体物质（5和7）的光学性质的比较研究。此外，喷墨印刷证明了材料良好的加工性能，从而形成薄膜，展现出其在发光器件方面的潜力。
• High Energy and Quantum Efficiency in Photoinduced Charge Separation
  作者：John M. Weber、Matthew T. Rawls、Valerie J. MacKenzie、Bradford R. Limoges、C. Michael Elliott

  DOI：10.1021/ja0665500

  日期：2007.1.1

  Supramolecular triad assemblies consisting of a central trisbipyridine ruthenium(II) chromophore (C2+) with one or more appended phenothiazine electron donors (D) and a diquat-type electron acceptor (A(2+)) have been shown to form long-lived photoinduced charge separated states (CSS) with unusually and consistently high quantum efficiency. Up to now, there has been no understanding for why these large efficiencies (often close to unity) are achieved across this entire class of triads when other, seemingly similar systems are often much less efficient. In the present study, using a bimolecular system consisting of a chromophore-acceptor diad (C2+-A(2+)) and an N-methylphenothiazine donor, we demonstrate that a ground-state association exists between the RuL32+ and the phenothiazine prior to photoexcitation. It is this association process that is responsible for the efficient CSS formation in the bimolecular system and, by inference, also must be an essential factor in the fully intramolecular process occurring with the D-C2+-A(2+) triad analogues.
• Wasserphotolyse mit Hilfe von funktionellen Tris-(2,2?-bipyridin)ruthenium(II)-Komplexen
  作者：W. Nu�baumer、H. Gruber、G. F. Greber

  DOI：10.1007/bf00810082

  日期：1988.1
• BINDING ASSAY AND ASSAY REAGENT
  申请人：Davidson, Robert Stephen

  公开号：EP0255534A1

  公开（公告）日：1988-02-10