[2-methylimidazol-4-yl-methylidene](propyl)amine | 1349701-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-methylimidazol-4-yl-methylidene](propyl)amine
• 英文别名: 2-methylimidazol-4-ylmethylidene(n-propyl)amine；1-(2-methyl-1H-imidazol-5-yl)-N-propylmethanimine
• CAS: 1349701-45-6
• 化学式: C₈H₁₃N₃
• 分子量: 151.211
• InChiKey: CEOALBDVOWUXDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  iron(II) chloride tetrahydrate 、 六氟砷酸钠 、 [2-methylimidazol-4-yl-methylidene](propyl)amine 以 甲醇 为溶剂， 生成 fac-[Fe(II)(2-methylimidazol-4-ylmethylidene(n-propyl)amine)3]ClAsF6
  参考文献：
  名称：

  铁（ii）配合物[Fe II（HL n -Pr）3 ] Cl·Y（HL n -Pr = 2-甲基咪唑-4-基-亚甲基氨基-正丙基）的咪唑⋯氯化氢键构成的一维和二维组装结构; Y = AsF 6，BF 4）及其自旋状态†

  摘要：

  合成了两个Fe II配合物fac- [Fe II（HL n -Pr）3 ] Cl·Y（Y = AsF 6（1）和BF 4（2）），其中HL n -Pr为2-甲基咪唑-4-基-亚甲基氨基-正丙基。每个络合物阳离子具有相同的八面体N 6几何构型，由三个双齿配体配位，并假定为面异构，fac- [Fe II（HL n -Pr）3 ] 2+带有Δ和Λ对映体。每Δ-或Λ-三个咪唑基FAC - [铁II（HL Ñ -Pr）3 ] 2+是氢键键合到三个氯-离子或从Cl组成的观点出发-离子，一个Cl -离子是氢-键合至三个相邻的fac- [Fe II（HL n -Pr）3 ] 2+阳离子。3：3 NH⋯氯- Δ-或Λ-之间的氢键FAC - [铁II（HL Ñ -Pr）3 ] 2+和Cl -产生2种组装结构。所述3的方向：3 NH⋯氯-氢键，因此所得到的组件结构由阴离子Y的尺寸来确定，虽然Y被不参与到网络结构

  DOI：

  10.1039/c1dt11063b
• 作为产物：
  描述：

  正丙胺 、 2-甲基咪唑-4-甲醛 以 乙醇 为溶剂， 反应 0.25h， 生成 [2-methylimidazol-4-yl-methylidene](propyl)amine
  参考文献：
  名称：

  自旋交联铁（II）配合物fac-[Fe II（HL n -Pr）3] Cl·PF 6（HL n -Pr = 2-甲基咪唑-4-基-亚甲基氨基-正丙基）的多晶型物：组装结构和具有热滞后的扫描速率相关的自旋交叉特性

  摘要：

  摘要获得了铁（II）配合物fac- [FeII（HLn-Pr）3] Cl·PF6的1和2的两个多晶型物（HLn-Pr = 2-甲基咪唑-4-基-亚甲基氨基-正丙基配体） 。1和2的复杂阳离子fac- [FeII（HLn-Pr）3] 2+具有相似的八面体和面部几何形状，并带有三个双齿HLn-Pr配体。fac- [FeII（HLn-Pr）3] 2+中具有Δ-和Λ对映体的三个咪唑基团与三个Cl-离子氢键结合，形成一维（1D）和二维（2D）网络1和2中的结构。配合物1具有由咪唑⋯氯化物氢键形成的梯状一维结构，具有{⋯fac- [FeII（HLn-Pr）3] 2 +⋯Cl-⋯} 2的圆形双核净单元，并显示出两个连续的扫描速率相关的自旋交越（SCO）工艺，具有热滞回作用。配合物2具有由咪唑⋯氯化物氢键形成的二维网络结构，其环状双核和四核净单元为{⋯fac- [FeII（HLn-Pr）3] 2 +⋯Cl-⋯}

  DOI：

  10.1016/j.poly.2017.03.028

文献信息

• Scan Rate Dependent Spin Crossover Iron(II) Complex with Two Different Relaxations and Thermal Hysteresis <i>fac</i>-[Fe^II(HL^<i>n</i>-Pr)₃]Cl·PF₆ (HL^<i>n</i>-Pr = 2-Methylimidazol-4-yl-methylideneamino-<i>n</i>-propyl)
  作者：Takeshi Fujinami、Koshiro Nishi、Daisuke Hamada、Keishiro Murakami、Naohide Matsumoto、Seiichiro Iijima、Masaaki Kojima、Yukinari Sunatsuki

  DOI：10.1021/acs.inorgchem.5b00701

  日期：2015.8.3

  Solvent-free spin crossover Fe-II complex fac-[Fe-II(HLn-Pr)(3)]Cl center dot PF6 was prepared, where HLn-Pr denotes 2-methylimidazol-4-yl-methylideneamino-n-propyl. The magnetic susceptibility measurements at scan rate of 0.5 K min(-1) showed two successive spin transition processes consisting of the first spin transition T-1 centered at 122 K (T-1 up arrow = 127.1 K, T-1 down arrow = 115.8 K) and the second spin transition T-2 centered at ca. 105 K (T-2 up arrow = 115.8 K, T-2 down arrow = 97.2 K). The magnetic susceptibility measurements at the scan rate of 2.0, 1.0, 0.5, 0.25, and 0.1 K min(-1) showed two scan speed dependent spin transitions, while the Mossbauer spectra detected only the first spin transition T-1. The crystal structures were determined at 160, 143, 120, 110, 95 K in the cooling mode, and 110, 120, and 130 K in the warming mode so as to follow the spin transition process of high-spin HS -> HS(T-1) -> HS(T-2) -> low-spin LS -> LS(T-2) -> LS(T-1) -> HS. The crystal structures at all temperatures have a triclinic space group P (1) over bar with Z = 2. The complex-cation has an octahedral N-6 coordination geometry with three bidentate ligands and assume a facial-isomer with Delta- and Lambda-enantimorphs. Three imidazole groups of fac-[Fe-II(HLn-Pr)(3)](2+) are hydrogen-bonded to three Cl- ions. The 3:3 NH(imidazole)center dot center dot center dot Cl- hydrogen-bonds form a stepwise ladder assembly structure, which is maintained during the spin transition process. The spin transition process is related to the structural changes of the FeN6 coordination environment, the order-disorder of PF6- anion, and the conformation change of n-propyl groups. The Fe-N bond distance in the HS state is longer by 0.2 angstrom than that in the LS state. Disorder of PF6- anion is not observed in the LS state but in the HS state. The conformational changes of n-propyl groups are found in the spin transition processes except for HS --> HS(T-1) -> HS(T-2).
• A Hydrogen Bond Motif Giving a Variety of Supramolecular Assembly Structures and Spin-Crossover Behaviors
  作者：Koshiro Nishi、Naohide Matsumoto、Seiichiro Iijima、Malcolm A. Halcrow、Yukinari Sunatsuki、Masaaki Kojima

  DOI：10.1021/ic201993z

  日期：2011.11.21

  fA series of spin-crossover (SCO) iron(II) compounds, fac-[Fe-II(HLR)(3)]Cl center dot PF6 [R = methyl (Me, 1), ethyl (Et, 2), n-propyl (n-Pr, 3), n-butyl (n-Bu, 4), and n-pentyl (n-Pen, 5)] were synthesized, where HLR denotes a series of [(2-methylimidazol-4-yl)methylidene]-monoallcylamines. The cations fac-[Fe-II(HLR)(3)](2+) and chloride anions associate through 3:3 imidazole center dot center dot center dot chloride hydrogen bonding. This hydrogen-bonding motif gives rise to a variety of assembly structures consisting of a one-dimensional ladder for 3 and 4, two kinds of two-dimensional networks for 1 and 2, and a cubane-like structure for S. The compounds exhibit various types of SCO transitions between high-spin (S = 2) and low-spin (S = 0) states as a result of their intermolecular interactions.