6-Aminomethyl-6'-methyl-2,2'-bipyridine | 145250-72-2

• 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: 6-Aminomethyl-6'-methyl-2,2'-bipyridine
• 英文别名: (6'-Methyl-[2,2'-bipyridin]-6-yl)methanamine；[6-(6-methylpyridin-2-yl)pyridin-2-yl]methanamine
• CAS: 145250-72-2
• 化学式: C₁₂H₁₃N₃
• 分子量: 199.255
• InChiKey: AQLWFWZRKCOPDF-UHFFFAOYSA-N

物化性质

• 沸点：
  327.1±37.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Aminomethyl-6'-methyl-2,2'-bipyridine 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 N,N'-bis-(6'-methyl-[2,2']bipyridinyl-6-ylmethyl)-6-([2,2';6',2'']terpyridin-6-ylmethoxy)-[1,3,5]triazine-2,4-diamine
  参考文献：
  名称：

  Controlling allostery using redox chemistryElectronic supplementary information (ESI) available: Experimental and X-ray structure determination and crystal data for [Cu(1)][PF6]. See http://www.rsc.org/suppdata/cc/b1/b109051h/

  摘要：

  氢键受体与其底物的结合通过改变铜的别构辅因子的氧化状态可逆地调节。

  DOI：

  10.1039/b109051h
• 作为产物：
  描述：

  6-azidomethyl-6′-methyl-2,2′-bipyridine 在 ammonium hydroxide 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到6-Aminomethyl-6'-methyl-2,2'-bipyridine
  参考文献：
  名称：

  Tris-ACE-α-cyclodextrin tripods: chemistry and metal coordination behaviour

  摘要：

  本研究介绍了通过 "一锅 "施陶丁格-阿扎-维蒂希（SAW）反应合成 C3-对称三-ACE-(6,6â²-双杂环酰)-δ-环糊精的过程。分析了其金属配位化合物的光谱特性。金属超分子螺旋体的自发形成产生了强激子耦合特征，这为了解配合物的性质、几何形状及其绝对构型提供了许多信息。

  DOI：

  10.1039/c3dt51811f

文献信息

• Calorimeteric and NMR binding studies of hydrogen-bonding receptors for carboxylates
  作者：Mohammad H. Al-Sayah、Neil R. Branda

  DOI：10.1016/j.tca.2010.03.003

  日期：2010.5

  Abstract Two receptors ( 1 and 2 ) were designed and prepared to bind carboxylate anions through donor–donor hydrogen-bonding motifs provided by thiourea ( 1 ) and squaramide ( 2 ) groups. The binding efficacy of each receptor was studied using NMR and isothermal calorimetric titrations in DMSO and CH 3 CN/CHCl 3 solvent systems. Binding constants and changes in enthalpy and entropy of the binding

  摘要 设计并制备了两种受体（1 和 2），通过硫脲 (1) 和方酸酰胺 (2) 基团提供的供体-供体氢键基序结合羧酸根阴离子。使用NMR和等温量热滴定在DMSO和CH 3 CN/CHCl 3 溶剂系统中研究每种受体的结合功效。计算和评估结合常数以及结合过程的焓和熵的变化。
• Synthesis of 2,2'-Bipyridines with Axially Chiral 1,1'-Binaphthalene Units
  作者：Jana Hodačová、Ivan Stibor

  DOI：10.1135/cccc20000083

  日期：——

  Synthesis of a series of novel 2,2'-bipyridine-based ligands bearing the axially chiral 2,2'-dialkoxy-1,1'-binaphthalene units is presented. The oxydimethylene, amidomethylene and amido spacers have been utilised to link the 3 or 3,3' positions of the binaphthalene skeleton with the 6 or 6,6' positions of the 2,2'-bipyridine moieties. The ligands have been synthesised in both racemic and enantiomerically pureRforms.

  本文介绍了一系列新型2,2'-联吡啶配基的合成，这些配基带有轴手性的2,2'-二烷氧基-1,1'-联萘基团。氧二甲基、酰胺甲基和酰胺间隔被用来连接联萘骨架的3或3,3'位置和2,2'-联吡啶基团的6或6,6'位置。这些配基既可以合成为外消旋体，也可以合成为对映纯的R形式。
• Synthesis and Properties of Silver(I) and Copper(I) Helicates with Imine-Bridged Oligobipyridine Ligands
  作者：Regine Stiller、Jean-Marie Lehn

  DOI：10.1002/(sici)1099-0682(199807)1998:7<977::aid-ejic977>3.0.co;2-z

  日期：1998.7

  Oligobipyridine ligands containing one or two imine bridges were found to form double helicates by treatment with copper(I) or silver(I). The properties of the complexes are similar to those of oxapropylene-bridged oligobipyridines. Titration of a mixture of the bis(bipyridine) and the tris(bipyridine) ligands with silver(I) hexafluorophosphate showed that helicates formed with strict self-recognition

  发现含有一个或两个亚胺桥的低聚联吡啶配体通过用铜 (I) 或银 (I) 处理形成双螺旋。配合物的性质类似于氧杂丙烯桥联低聚联吡啶的性质。用六氟磷酸银 (I) 滴定双（联吡啶）和三（联吡啶）配体的混合物表明螺旋体形成具有严格的自我识别能力。
• Tris-ACE-(6,6′-bipyridyl)-α-cyclodextrin: synthesis and chirality of the tripodal metal complexes
  作者：Guillaume Poisson、Florence Dumarçay-Charbonnier、Alain Marsura

  DOI：10.1016/j.tetlet.2012.02.038

  日期：2012.4

  This Letter describes the synthesis of a C-3-symmetrical tris-(ACE)-(6,6'-bipyridyl)-alpha-CyD via 'one-pot' Staudinger-Aza-Wittig reaction (SAW). Metal complexation behavior was investigated by UV-vis and Circular Dichroism. Coordination of 6,6'-bipyridyl units with Cu-II and Ni-II cations, spontaneously generates a strong exciton coupling-type positive Cotton effect proving the formation of a Lambda-helix with a left-handed screw propeller (M). (C) 2012 Elsevier Ltd. All rights reserved.
• Bipyridyl amino acid-metal complexes and their characterization by electrospray mass spectrometry
  作者：Stephen R. Wilson、Arfa Yasmin、Yunhui Wu

  DOI：10.1021/jo00051a049

  日期：1992.12

  The syntheses of bipyridylalanine and related bipyridyl-functionalized peptide derivatives are described. The copper complexes of several peptide-bipyridyls were prepared and characterized. Application of electrospray ionization mass spectrometry to the structure determination of cationic bipyridyl Cu+ complexes 2 and 3, as well as peptide-metal complexes 18-22, was explored.