N-(2-pyridinylmethylene)-1-cycloheptanamine | 57707-71-8

• 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-(2-pyridinylmethylene)-1-cycloheptanamine
• 英文别名: cycloheptylpyridin-2-ylmethyleneamine；N-(2-Pyridinylmethylene)cycloheptanamine；N-cycloheptyl-1-pyridin-2-ylmethanimine
• CAS: 57707-71-8
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: KBYVZIXBHJFPBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  [Cu(acetonitrle)4]BPh4 、 N-(2-pyridinylmethylene)-1-cycloheptanamine 以 乙腈 为溶剂， 以89%的产率得到bis(cycloheptylpyridin-2-ylmethyleneamine)copper(I) tetraphenylborate
  参考文献：
  名称：

  Structure-dependent spectroscopic and redox properties of copper(I) complexes with bidentate iminopyridine ligands

  摘要：

  A series of iminopyridine ligands; cyclopropylpyridin-2-ylmethyleneamine (A), cyclopentylpyridin-2-ylmethyleneamine (B), cyclohexylpyridin-2-ylmethyleneamine (C), and cycloheptylpyridin-2-ylmethyleneamine, (D) and their copper(I) complexes, [Cu(L)(2)](+) (1a-1d) and [Cu(L)(PPh3)(2)](+) (2a-2d) have been synthesized and characterized by CHN analyses, H-1 NMR and IR and UV-Vis spectroscopy. Structures of 1a, 1b, 1c and 2a were determined by X-ray crystallography. The coordination polyhedron about the Cu-I center in the complexes is best described as a distorted tetrahedron. The dihedral angles between the least-squares planes of the chelate ligands show considerable variation from 86.1 degrees in 1a to 68.3 degrees in 1b, indicating the importance of packing forces in the crystalline environment. The UV-Vis spectra of the complexes are characterized by first metal to ligand charge transfer bands increasing in wavelength with increasing size of the ring substituents in the ligands, except for the cyclopropyl compounds (1a and 2a), in good agreement with the variation of the dihedral angles between the ligand planes. Cyclic voltammetry of the complexes indicates a quasireversible redox behavior for the complexes. The bulkier ligands (PPh3) inhibit the geometric distortion within the oxidized form and the redox potentials of complexes 2a-2d are shifted to more positive values, therefore. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.01.008
• 作为产物：
  描述：

  吡啶-2-甲醛 、 环庚胺 在 sodium sulfate 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到N-(2-pyridinylmethylene)-1-cycloheptanamine
  参考文献：
  名称：

  含吡啶嘧啶配体的钼（VI）配合物：亚胺氮取代基在环氧化反应中的作用

  摘要：

  合成了一系列在亚胺氮上具有取代基变化的吡啶基嘧啶配体，并与[MoCl 2 O 2 ]核配位。复合物的新的分子结构进行了充分表征通过1 H和13 C NMR，FT-IR，ESI，EA，和X-射线晶体学，和它们的催化活性进行了研究，使用烯烃的环氧化叔叔丁基过氧化氢（TBHP）作为氧化剂。与类似的均相钼配合物相比，新的配合物在环氧化反应中显示出优异的催化活性和优良的选择性。结果表明，取决于吡啶吡啶亚胺配体结构上的烷基臂，催化性能有显着变化。催化结果表明，络合物[MoCl 2 O 2（L）]（L：N-（2-吡啶基亚甲基）-1-叔丁基亚胺）C 5是环己烯环氧化的最佳催化前体（TON：92920和TOF ：30974 h -1）。

  DOI：

  10.1002/ejic.202000790

文献信息

• Molybdenum (VI) Complexes Containing Pyridylimine Ligands: Effect of the Imine Nitrogen Substituent in the Epoxidation Reaction
  作者：Daniel Martínez‐Martínez、M. León Santiago、Rubén A. Toscano、Manuel Amézquita‐Valencia

  DOI：10.1002/ejic.202000790

  日期：2021.1.22

  A series of pyridylimine ligands with variations of the substituent at the imine nitrogen were synthesized and coordinated to the [MoCl2O2] core. The novel molecular structures of the complexes were fully characterized by 1H and 13C NMR, FT‐IR, ESI, EA, and X‐ray crystallography, and their catalytic activity was studied for the epoxidation of alkenes using tert‐butyl hydroperoxide (TBHP) as the oxidant

  合成了一系列在亚胺氮上具有取代基变化的吡啶基嘧啶配体，并与[MoCl 2 O 2 ]核配位。复合物的新的分子结构进行了充分表征通过1 H和13 C NMR，FT-IR，ESI，EA，和X-射线晶体学，和它们的催化活性进行了研究，使用烯烃的环氧化叔叔丁基过氧化氢（TBHP）作为氧化剂。与类似的均相钼配合物相比，新的配合物在环氧化反应中显示出优异的催化活性和优良的选择性。结果表明，取决于吡啶吡啶亚胺配体结构上的烷基臂，催化性能有显着变化。催化结果表明，络合物[MoCl 2 O 2（L）]（L：N-（2-吡啶基亚甲基）-1-叔丁基亚胺）C 5是环己烯环氧化的最佳催化前体（TON：92920和TOF ：30974 h -1）。
• Structure-dependent spectroscopic and redox properties of copper(I) complexes with bidentate iminopyridine ligands
  作者：Werner Massa、Saeed Dehghanpour、Khadijeh Jahani

  DOI：10.1016/j.ica.2009.01.008

  日期：2009.6

  A series of iminopyridine ligands; cyclopropylpyridin-2-ylmethyleneamine (A), cyclopentylpyridin-2-ylmethyleneamine (B), cyclohexylpyridin-2-ylmethyleneamine (C), and cycloheptylpyridin-2-ylmethyleneamine, (D) and their copper(I) complexes, [Cu(L)(2)](+) (1a-1d) and [Cu(L)(PPh3)(2)](+) (2a-2d) have been synthesized and characterized by CHN analyses, H-1 NMR and IR and UV-Vis spectroscopy. Structures of 1a, 1b, 1c and 2a were determined by X-ray crystallography. The coordination polyhedron about the Cu-I center in the complexes is best described as a distorted tetrahedron. The dihedral angles between the least-squares planes of the chelate ligands show considerable variation from 86.1 degrees in 1a to 68.3 degrees in 1b, indicating the importance of packing forces in the crystalline environment. The UV-Vis spectra of the complexes are characterized by first metal to ligand charge transfer bands increasing in wavelength with increasing size of the ring substituents in the ligands, except for the cyclopropyl compounds (1a and 2a), in good agreement with the variation of the dihedral angles between the ligand planes. Cyclic voltammetry of the complexes indicates a quasireversible redox behavior for the complexes. The bulkier ligands (PPh3) inhibit the geometric distortion within the oxidized form and the redox potentials of complexes 2a-2d are shifted to more positive values, therefore. (C) 2009 Elsevier B.V. All rights reserved.