N-(n-propyl)-1-(2-pyridyl)ethanimine | 216221-32-8

• 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-propyl)-1-(2-pyridyl)ethanimine
• 英文别名: 2-acetylpyridine N-propylimine；N-(n-propyl)-2-pyridylmethanimine；N-propyl-1-pyridin-2-ylethanimine
• CAS: 216221-32-8
• 化学式: C₁₀H₁₄N₂
• 分子量: 162.235
• InChiKey: KQAYJYXKACSIEG-UHFFFAOYSA-N

物化性质

• 沸点：
  239.964±22.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  0.940±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [WBr₂(CO)₃(MeCN)₂] 、 N-(n-propyl)-1-(2-pyridyl)ethanimine 以 二氯甲烷 为溶剂， 反应 4.0h， 以80%的产率得到
  参考文献：
  名称：

  新型七配位钨(II)配合物与α-二亚胺配体在多官能烯烃催化氧化中的应用

  摘要：

  DOI：

  10.1016/j.ica.2021.120263
• 作为产物：
  描述：

  2-乙酰基吡啶 、 正丙胺 以 甲苯 为溶剂， 反应 48.0h， 生成 N-(n-propyl)-1-(2-pyridyl)ethanimine
  参考文献：
  名称：

  Oxidation of Ethylbenzene in the Presence of an MCM-41-Supported or Ionic Liquid-Standing Bischlorocopper(II) Complex

  摘要：

  A CuCl(2) complex with a pyridyl-ethanimine ligand has been prepared and examined as a catalyst for the oxidation of ethylbenzene with tert-butyl hydroperoxide at 30 A degrees C, using acetonitrile or the ionic liquid 1-butyl-3-methyl-imidazolium hexafluorophosphate as solvent. A heterogenised version of the complex based on a chemically modified ordered mesoporous silica is described.

  DOI：

  10.1007/s10562-011-0599-x

文献信息

• New Molybdenum(II) Complexes with α-Diimine Ligands: Synthesis, Structure, and Catalytic Activity in Olefin Epoxidation
  作者：Maria Vasconcellos-Dias、João Marreiros、Rita Sales、Vitor Félix、Paula Brandão、Carla Nunes、Maria Calhorda

  DOI：10.3390/molecules24030578

  日期：——

  the allyl being occupied by the imine nitrogen atom. For the R = Me complex, the less common axial isomer was observed in the crystal. These complexes were immobilized in MCM-41 (MCM), following functionalization of the diimine ligands with Si(OEt)₃, in order to study the catalytic activity in olefin epoxidation of similar complexes as homogeneous and heterogeneous catalysts. FTIR, 13C- and 29Si-NMR

  合成了三种新的配合物[Mo（η3-C³H₃）Br（CO）2 iPrN = C（R）C₅H₄N}]，其中R = H（IMP = N-异丙基2-亚氨基甲基吡啶），Me和Ph ，并且在溶液中是易变的。最有趣的特征是IMP衍生物的晶体结构中存在两种主要的异构体（烯丙基和羰基exo），即赤道异构体，其Br转化为烯丙基，赤道异构体，Br转化为一个羰基。 ，该位置反式为被亚胺氮原子占据的烯丙基。对于R = Me络合物，在晶体中观察到较少见的轴向异构体。在用Si（OEt）3对二亚胺配体进行官能化之后，将这些络合物固定在MCM-41（MCM）中，以研究作为均相和非均相催化剂的类似络合物在烯烃环氧化中的催化活性。FTIR 13 C-和29 Si-NMR，元素分析和吸附等温线表明，络合物共价结合到MCM壁上。两种催化剂对顺式-环辛烯和顺式-hex-3-en-1-ol的环氧化活性都很好，但对其他受试底物适中，并
• Palladium complexes containing ligands with hydrogen-bonding functionalities. Reactivity and catalytic studies with CO and olefins
  作者：Gareth R. Owen、Hayley A. Burkill、Ramón Vilar、Andrew J.P. White、David J. Williams

  DOI：10.1016/j.jorganchem.2005.03.037

  日期：2005.11

  The synthesis of the new bidentate N–N ligand 1-(2-(1-(pyridin-2-yl)ethylideneamino)ethyl)-3-ethylurea (PyUr) with a urea substituent attached to the imine nitrogen is reported. This ligand has been used to form palladium complexes and study the potential influence of the urea group (as a hydrogen bonding unit and a hemilabile ligand) in the insertion of CO and olefins into Pd–C bonds. The reaction

  据报道，新的二齿NN配体1-（2-（1-（吡啶-2-基）亚乙基氨基）乙基）-3-乙基脲（PyUr）的尿素取代基连接到亚胺氮上。该配体已被用于形成钯配合物，并研究了尿素基团（作为氢键单元和半不稳定配体）在将CO和烯烃插入Pd-C键中的潜在影响。的反应PyUr与[加入Pd（CH 3）（CL）（COD）]，得到[加入Pd（CH 3）Cl（上PyUr）]（1）被报告。对该复合物的晶体学研究表明，脲部分参与一系列分子间氢键相互作用。一旦除去的从配位层中的氯化物1（通过加入的AgBF的4）的脲基的PyUr坐标与钯中心稳定的另外配位不饱和复合物。这些配合物与CO反应生成[Pd C（O）CH 3 } Cl（PyUr）]（3）和[Pd C（O）CH 3 }（PyUr）] [BF 4 ]（4）也进行了讨论。在这些反应之后，研究并报道了使用1作为催化剂的CO和苯乙烯的共聚。使用1作为催化剂合成的共聚物以中等
• Photochemistry of the Triangular Clusters Os₃(CO)₁₀(α-diimine): Homolysis of an Os−Os Bond and Solvent-Dependent Formation of Biradicals and Zwitterions
  作者：Jos Nijhoff、Maarten J. Bakker、František Hartl、Derk J. Stufkens、Fu、Rudi van Eldik

  DOI：10.1021/ic9707319

  日期：1998.2.23

  Several clusters Os-3(CO)(10)(alpha-diimine) (alpha-diimine = pyridine-2-carbaldehyde N-R-imine or 1,4-di-R-1,4-diazabutadiene) were synthesized and studied with respect to their spectroscopic and photochemical properties. According to the resonance Raman spectra the visible absorption band of these clusters belongs to electronic transitions having Os-to-a-diimine charge transfer (MLCT) character with a variable degree of pi-delocalization within the Os(alpha-diimine) moiety. Upon irradiation into these transitions zwitterions Os-(CO)(4)-Os(CO)(4)-Os+-(S)(CO)(2)(alpha-diimine) are formed in coordinating solvents (S) and biradicals *Os(CO)(4)-Os(CO)(4)-Os+(CO)(2)(alpha-diamine(.-)) in noncoordinating solvents and in THF at ambient temperature. The zwitterions live seconds in nitrile solvents and minutes in pyridine, and they largely regenerate the parent clusters. Quantum yields of zwitterion formation are wavelength independent and range from 10(-2) to 3 x 10(-2) with an activation energy varying from 440 to 720 cm(-1). For one of the clusters the quantum yield of zwitterion formation in pyridine was studied in dependence of applied pressure. The activation volume Delta V-double dagger = +7.0 +/- 0.5 cm(3) mol(-1) derived from these measurements indicates that the effect of bond cleavage is partially offset by coordination of the solvent. In apolar solvents biradicals are formed instead of zwitterions, which could be detected with nanosecond time-resolved absorption spectroscopy, while their adducts with nitrosodurene were observed with EPR spectroscopy. Their lifetimes vary from 5 ns to 1 mu s depending on the solvent and the alpha-diimine. The biradicals transform into zwitterions in the presence of a Lewis base. in addition, they produce with low efficiency an isomeric product in which the cr-diimine bridges between two Os atoms. The formation of very similar photoproducts (biradicals, cr-diimine-bridged isomeric products, charge-separated species) as in the case of binuclear metal-metal-bonded complexes such as (CO)(5)MnMn(CO)(3)(alpha-diimine) points to the occurrence of a primary photoprocess in which an Os-Os bond is broken homolytically. This reaction most likely occurs from a reactive (3) sigma pi* state after surface crossing from the unreactive but optically accessible MLCT states.
• Haddleton, David M.; Duncalf, David J.; Kukulj, Dax, European Journal of Inorganic Chemistry, 1998, # 11, p. 1799 - 1806
  作者：Haddleton, David M.、Duncalf, David J.、Kukulj, Dax、Crossman, Martin C.、Jackson, Stuart G.、Bon, Stefan A. F.、Clark, Andrew J.、Shooter, Andrew J.

  DOI：——

  日期：——
• New heptacoordinate tungsten(II) complexes with α-diimine ligands in the catalytic oxidation of multifunctional olefins
  作者：Maria Vasconcellos-Dias、Carla D. Nunes、Vítor Félix、Paula Brandão、Maria José Calhorda

  DOI：10.1016/j.ica.2021.120263

  日期：2021.5