N,N-di(2-picolyl)cyclohexylamine | 960286-62-8

• 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,N-di(2-picolyl)cyclohexylamine
• 英文别名: N,N-Bis(pyridin-2-ylmethyl)cyclohexanamine；N,N-bis(pyridin-2-ylmethyl)cyclohexanamine
• CAS: 960286-62-8
• 化学式: C₁₈H₂₃N₃
• 分子量: 281.401
• InChiKey: QVWKVCWYCIUJKP-UHFFFAOYSA-N

物化性质

• 沸点：
  401.5±30.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-di(2-picolyl)cyclohexylamine 、 三氯化铁 以 甲醇 为溶剂， 以85%的产率得到trichloro(N,N-bis(pyrid-2-ylmethyl)cyclohexylamine)iron(III)
  参考文献：
  名称：

  三齿3N配体的铁（III）络合物作为邻苯二酚双加氧酶的功能模型：配体N-烷基取代和溶剂对反应速率和产物选择性的作用。

  摘要：

  一系列[Fe（L）Cl3]类型的铁（III）配合物，其中L是各种N-烷基取代的双（吡啶-2-基甲基）胺配体，例如双（吡啶-2-基甲基）胺（L1），N，N-双（吡啶-2-基甲基）甲基胺（L2），N，N-双（吡啶-2-基甲基）-正丙胺（L3），N，N-双（吡啶-2-基-2） -甲基，异丁基胺（L4），N，N-双（吡啶-2-基甲基）-异丙胺（L5），N，N-双（吡啶-2-基甲基）环己胺（L6）和N已通过元素分析，光谱和电化学方法分离并表征了N-双（吡啶-2-基甲基）-叔丁胺（L7）。配合物[Fe（L2）Cl3] 2，[Fe（L3）Cl3] 3和配合物-底物加合物[Fe（L5）（TCC）（NO3）] 5a的晶体结构，其中TCC2-为四氯儿茶酚酸酯二价阴离子，已通过单晶X射线晶体学测定。配合物[Fe（L2）Cl3] 2和[Fe（L3）Cl3] 3具有扭曲的八面体几何形状，其中线性三齿3N配体顺式与铁

  DOI：

  10.1021/ic700822y
• 作为产物：
  描述：

  2-吡啶甲醇 在 氯化亚砜 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 121.08h， 生成 N,N-di(2-picolyl)cyclohexylamine
  参考文献：
  名称：

  Synthesis of Co(II) NNN-pyridine based complexes and their activity in the partial oxidation of n-octane

  摘要：

  DOI：

  10.1016/j.ica.2019.118992

文献信息

• Application of new Ru (II) pyridine‐based complexes in the partial oxidation of <i>n‐</i> octane
  作者：Revana Chanerika、Holger B. Friedrich、Mzamo L. Shozi

  DOI：10.1002/aoc.5361

  日期：2020.2

  Tridentate and bidentate Ru (II) complexes were prepared through reaction of four pyridine‐based ligands: pyCH2N(R)CH2py R = propyl, tert‐butyl, cyclohexyl and phenyl; py = pyridine} with the [(η6‐C6H6)Ru(μ‐Cl)Cl]2 dimer. Crystal structures of the new terdentate Ru (II) complexes [RupyCH2N(R)CH2py}C6H6](PF6)2 (R = C3H7 (1), C (CH3)3 (2), C6H11 (3) and the bidentate Ru (II) complex [RupyCH2N(R)}C6H6]PF6

  通过四个基于吡啶的配体反应制备三齿和双齿Ru（II）配合物：pyCH 2 N（R）CH 2 py R =丙基，叔丁基，环己基和苯基；PY =吡啶}与[（η 6 -C 6 H ^ 6）的Ru（μ-Cl）的CL] 2二聚体。新的Ru（II）络合物[Ru pyCH 2 N（R）CH 2 py} C 6 H 6 ]（PF 6）2（R = C 3 H 7（1），C（CH 3）3（2），C报告了6 H 11（3）和二齿Ru（II）络合物[Ru pyCH 2 N（R）} C 6 H 6 ] PF 6（R ＝ C 6 H 5（4））。结果发现，复合物1，2，3和4结晶为单金属物质，与围绕每个茹中心钢琴凳几何形状。使用t- BuOOH和H 2 O 2作为氧化剂，所有配合物在正辛烷的选择性氧化中均具有活性。配合物2和4用t- BuOOH作为氧化剂可达到12％的产品收率，但是，在所有系统上使用H 2 O
• Di(2-picolyl)amines as Modular and Robust Ligands for Nickel-Catalyzed C(sp²)–C(sp³) Cross-Electrophile Coupling
  作者：Alexander J. Rago、Aristidis Vasilopoulos、Amanda W. Dombrowski、Ying Wang

  DOI：10.1021/acs.orglett.2c03346

  日期：2022.11.25

  reaction, because noncommercial analogues usually entail challenging syntheses. In this work, di(2-picolyl)amines (DPAs) are explored as an alternative modular ligand class for the nickel-catalyzed aryl–alkyl cross-electrophile coupling. Novel DPA ligands were synthesized directly from inexpensive amine and pyridine building blocks in a single step. This facile synthetic route enabled the parallel synthesis

  镍催化的芳基-烷基偶联反应依赖于使用一组有限的市售双齿含氮配体来实现反应，因为非商业类似物通常需要具有挑战性的合成。在这项工作中，二（2-皮考基）胺 (DPA) 被探索为镍催化的芳基-烷基交叉亲电子偶联的替代模块化配体类别。新型 DPA 配体直接由廉价的胺和吡啶结构单元一步合成。这种简单的合成路线能够平行合成具有不同空间和电子特性的 DPA 配体。从这个配体集合中，C(sp 2 )–C(sp 3) 交叉亲电子偶联在一系列不同分子的交叉偶联中被识别和测试，包括后期功能化的模型示例。
• Synthesis and characterisation of palladium(II) and platinum(II) complexes with N,N′,N-tridentate ligands based on N,N-di(2-picolyl)cycloalkylamine and polymerisation of methyl methacrylate
  作者：Dongil Kim、Sunghoon Kim、Eunhee Kim、Ha-Jin Lee、Hyosun Lee

  DOI：10.1016/j.poly.2013.07.021

  日期：2013.10

  The reaction of Pd(CH3CN)(2)Cl-2 and NaClO4 with the ancillary ligands N,N-di(2-picolyl)cyclopentylamine (L-1), N,N-di(2-picolyl)cyclohexylamine (L-2) and N,N-di(2-picolyl)cycloheptylamine (L-3) in ethanol yielded a new series of [(N,N',N)-PdCl]ClO4 complexes, i.e., [PdL1]ClO4, [PdL2]ClO4 and [PdL3]ClO4, respectively. The reaction of Pt(CH3CN)(2)Cl-2 and NaClO4 with the ancillary ligands L-1-L-3 gave only the stable [PtL2]ClO4 complex. The Pd and Pt atoms of all of the complexes had an almost square-planar geometry involving three nitrogen atoms and a chloro ligand. Moreover, the unit cell included a ClO4- anion as the counterion. The bond lengths between the metal and nitrogen atoms are a little affected by the substituted cycloalkyl group, however those between the metal and the chloro ligand are not affected. The catalytic activity of the Pd(II) and Pt(II) complexes toward the polymerisation of methyl methacrylate in the presence of modified methylaluminoxane resulted in a high molecular weight and a narrow polydispersity index; the highest activity was measured for [PdL3]ClO4 at 60 degrees C. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and structural characterization of [(dpca)MX2] (M=Cu, X=Cl; M=Cd, X=Br and M=Zn, X=NO3) complexes containing N,N-di(2-picolyl)cyclohexylamine (dpca) and their application to methyl methacrylate polymerization
  作者：Yujin Song、Dongil Kim、Ha-Jin Lee、Hyosun Lee

  DOI：10.1016/j.inoche.2014.04.005

  日期：2014.7

  A novel series of [(dpca)MX2] (M = Cu, X = Cl; M = Cd, X = Br and M = Zn, X = NO3) complexes were synthesized through the reaction of N,N-di(2-picolyl)cyclohexylamine (dpca) with the corresponding metal starting materials. X-ray crystallographic analysis determined that the metal center in complexes [(dpca)CuCl2], [(dPca)CdBr2] and [(dpca)zn(NO3)(2)] showed a distorted 5-coordinated square pyramidal, trigonal bipyramidal, and 7-coordinated pentagonal bipyramidal geometry, respectively, involving coordination of the nitrogen atom of the cyclohexylamine moiety with the metal center. Specifically, the catalytic activity of [(dpca)Zn(NO3)(2)] (1.04 x 10(5)g PMMA/mol Zn.h) for the polymerization of methyl methacylate (MMA) in the presence of modified methylaluminoxane (MMAO) at 60 degrees C was six-fold higher than the reference complex [ZnCl2] (1.73 x 10(4) g PMMA/mol Zn.h). (C) 2014 Elsevier B.V. All rights reserved.