2-methylimidazole-4-carboxaldehyde azine | 960302-58-3

• 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-methylimidazole-4-carboxaldehyde azine
• 英文别名: 2-methylimidazole-4-carbaldehyde azine
• CAS: 960302-58-3
• 化学式: C₁₀H₁₂N₆
• 分子量: 216.245
• InChiKey: SRKAEPVNAZUFAN-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  iron(II) perchlorate hexahydrate 、 2-methylimidazole-4-carboxaldehyde azine 以 甲醇 为溶剂， 以92%的产率得到[Fe(2-methylimidazole-4-carbaldehyde azine)2](perchlorate)2*water
  参考文献：
  名称：

  Structures and Spin States of Bis(tridentate)-Type Mononuclear and Triple Helicate Dinuclear Iron(II) Complexes of Imidazole-4-carbaldehyde azine

  摘要：

  Mononuclear [Fe(H2LR)(2)](2+) and dinuclear [Fe(H2LR)(3)](4+) (R = H, 2-Me, 5-Me) complexes containing the new imidazole-4-carbaldehyde azine ligand (H2LH) and its derivatives (H2L2-Me and H2L5-Me) prepared from the condensation reaction of 4-formylimidazole or 2-methyl- or 5-methyl-4-formylimidazole with hydrazine (2:1) were prepared, and their magnetostructural relationships were studied. In the mononuclear complexes, H2LR acts as an unsymmetrical tridentate ligand with two imidazole nitrogen atoms and one azine nitrogen atom, while in the dinuclear complexes, H2LR acts as a dinucleating ligand employing four nitrogen atoms to form a triple helicate. At room temperature, [Fe-2(H2LH)(3)](CIO4)(4) and [Fe-2(H2L2-Me)(3)](CIO4)(4) were in the high-spin (HS) and low-spin (LS) states, respectively. The results are in accordance with the ligand field strength of H2L2-Me with electron-donating methyl groups being stronger than H2LH, with the order of the ligand field strengths being H2L2-M (e)> H2LH, However, in the mononuclearjFe(H2LH)(2)](CIO4)(2) and [Fe(H2L2-Me)(2)](CIO4)(2) complexes, a different order of Iigand field strengths, H2LH > H2L2-Me, was observed because [Fe(H2LH)(2)] (CIO4)(2) was in the LS state while [Fe(H2L2-Me)(2)](CIO4)(2) was in the HS state at room temperature. X-ray structural studies revealed that the interligand steric repulsion between a methyl group of an H2L2-Me ligand and the other ligand in [Fe(H2L2-Me)(2)](CIO4)(2) is responsible for the observed change in the spin state. Two kinds of crystals, needles and blocks, were isolated for [Fe2(H2LH)(3)](BF4)(4), and both exhibited a sharp spin transition, [LS-HS] <-> [HS-HS], The spin transition of the block crystals is more abrupt with a hysteresis, T-c up arrow = 190 K and T-c down arrow = 183 K with Delta T= 7 K.

  DOI：

  10.1021/ic900977m
• 作为产物：
  描述：

  2-甲基咪唑-4-甲醛 在 hydrazine hydrate 作用下， 以 甲醇 为溶剂， 以98.9 %的产率得到2-methylimidazole-4-carboxaldehyde azine
  参考文献：
  名称：

  镍 (II) 配合物中不对称多齿吖嗪基配体的选择性形成

  摘要：

  将摩尔比为 2:2:1的 2-吡啶甲醛、4-甲酰基咪唑（或 2-甲基-4-甲酰基咪唑）和 NiCl 2 ·6H 2 O 的混合物与两当量的一水合肼在甲醇中反应，然后加入 NH 4 PF 6水溶液，得到具有两个不对称吖嗪基配体的 Ni II配合物，[Ni(HL H ) 2 ](PF 6 ) 2 ( 1 ) 或 [Ni(HL Me ) 2 ] (PF 6 ) 2 ( 2 )，产量高，其中 HL H表示2-吡啶基亚甲基肼基-(4-咪唑基)甲烷，HL Me是其2-甲基-4-咪唑基衍生物。光谱测量和元素分析证实了大块产品的相纯度，单晶 X 射线分析揭示了三齿 κ 3 N中带有不对称 HL H或 HL Me azines 的 Ni II配合物的分子和晶体结构, N' , N”协调模式。与甲醇溶剂1 ·MeOH 形成的 HL H配合物在正交非中心对称空间群P 2 1 2 1中结晶Z = 4 的2 1得到砾岩，而

  DOI：

  10.3390/molecules27206788

文献信息

• Spin States of Mono- and Dinuclear Iron(II) Complexes with Bis(imidazolylimine) Ligands
  作者：Kunihiro Fujita、Ryohei Kawamoto、Ryohei Tsubouchi、Yukinari Sunatsuki、Masaaki Kojima、Seiichiro Iijima、Naohide Matsumoto

  DOI：10.1246/cl.2007.1284

  日期：2007.10.5

  Bis(imidazolylimine) ligands, H2LH and H2LMe, were prepared from hydrazine and 4-formylimidazole or 2-methyl-4-formylimidazole (1:2), respectively. Mononuclear iron(II) complexes, [Fe(H2LH)2](ClO4)2·MeOH and [Fe(H2LMe)2](ClO4)2·2H2O, were in the LS and HS states, respectively, in the temperature range 5–300 K. A triple-helicate [Fe2(H2LH)3](ClO4)4, showed an abrupt [LS–HS] to [HS–HS] spin transition at 240 K, while [Fe2(H2LMe)3](ClO4)4 remained in the LS state in the temperature range 5–300 K.

  双（咪唑亚胺）配体 H2LH 和 H2LMe 分别由肼和 4-甲酰基咪唑或 2-甲基-4-甲酰基咪唑（1:2）制备而成。单核铁（II）配合物[Fe(H2LH)2](ClO4)2-MeOH 和[Fe(H2LMe)2]( )2-2H2O 在 5-300 K 的温度范围内分别处于 LS 和 HS 状态。在 240 K 温度范围内，[Fe2(H2LH)3]( )4 在[LS-HS]到[HS-HS]的自旋转变过程中突然出现，而[Fe2(H2LMe)3]( )4 则一直处于 LS 状态。