2-(6'-methyl-2'-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxyl

• 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: 2-(6'-methyl-2'-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxyl
• 英文别名: 2-(2-(6-methylpyridyl))-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxy；2-(6-methyl-2-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxyl；4,4,5,5-tetramethyl-2-(6'-methyl-2'-pyridyl)imidazolin-1-oxyl radical；4,4,5,5-tetramethyl-2-(6-methyl-2-pyridyl)imidazolin-1-oxyl；immepy；2-(6-Methylpyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxyl
• 化学式: C₁₃H₁₈N₃O
• 分子量: 232.305
• InChiKey: VNELZIULQDEZQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(6'-methyl-2'-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxyl 、 zinc(II) chloride 以 丙酮 为溶剂， 以80%的产率得到dichloro(4,4,5,5-tetramethyl-2-(6-methyl-2-pyridyl)imidazolin-1-oxyl)zinc(II)
  参考文献：
  名称：

  含2-（6-甲基）吡啶基取代的硝酰基和亚氨基亚硝酸盐的钴（II），镍（II）和锌（II）配合物的合成，结构，磁性和光谱性质

  摘要：

  4,4,5,5-四甲基-2-（6-甲基-2-吡啶基）咪唑啉-1-氧基3-氧化物（NITmepy）与4,4,5,5-四甲基-2-（6的螯合络合-甲基-2-吡啶基）咪唑啉-1-氧基（IMmepy） 钴（II），氯化 （溴化物）或 锌（II），氯化得到四面体的四坐标（Ť -4）络合物，[MX 2（NITmepy）]和[MX 2（IMmepy）]（MX =氯化钴（1和2），COBR（1BR和2BR）或氯化锌（3和4）分别包含一个由单晶确定的六元或五元螯合环X射线分析。此类T -4配合物的形成是由于甲基在吡啶基-N供体的o-位。这紫外可见近红外 光谱表明，这两个复合物1和2中二氯甲烷保持其固态结构。在乙腈但是，由于配位的NITmepy的解离，存在1作为平衡混合物，而2是稳定的。这配体场自旋允许和自旋禁止的d–d跃迁1和2不受配位自由基的影响配体。的反应镍（II），氯化硫氰酸盐和IMmepy分别形成具有四角锥五坐标（SPR

  DOI：

  10.1039/b103647p

文献信息

• The First Azide(μ_1,1)-Bridged Binuclear Cobalt(II)−Imino Nitroxide Complex with Ferromagnetic Behavior
  作者：Li-Ya Wang、Bin Zhao、Chen-Xi Zhang、Dai-Zheng Liao、Zong-Hui Jiang、Shi-Ping Yan

  DOI：10.1021/ic034710s

  日期：2003.9.1

  The first azide(mu1,1)-bridged binuclear cobalt(II) complex with a chelated imino nitroxide radical, [Co2(immepy)2(N3)(4)].2EtOH, was structurally and magnetically characterized, where immepy = 4,4,5,5-tetramethyl-2-(6'-methyl-2'-pyridyl) imidazoline-1-oxyl. Five nitrogen atoms complete the coordination sphere of the Co(II) ion, showing a distorted trigonal bipyramid geometry. Two N(3)(-) anions act

  具有叠氮亚胺基亚硝基自由基[Co2（immepy）2（N3）（4）]。2EtOH的第一个叠氮化物（mu1,1）桥联的双核钴（II）络合物的结构和磁学特征为：immepy = 4， 4,5,5-四甲基-2-（6'-甲基-2'-吡啶基）咪唑啉-1-氧基。五个氮原子完成了Co（II）离子的配位球，显示出扭曲的三角双锥几何形状。两个N（3）（-）阴离子在mu1,1配位模式下充当钴离子之间的桥梁，从而形成具有反转中心的双核结构。磁性研究表明，相邻的钴（II）离子之间通过N3（-）（mu1,1））桥发生了铁磁耦合，而钴（II）离子与有机基团之间发生了反铁磁耦合。
• Oshio, Hiroki; Watanabe, Takashi; Ohto, Akihiro, Inorganic Chemistry, 1996, vol. 35, # 2, p. 472 - 479
  作者：Oshio, Hiroki、Watanabe, Takashi、Ohto, Akihiro、Ito, Tasuku、Masuda, Hideki

  DOI：——

  日期：——
• Ferromagnetic Interactions between Imino Nitroxides through Diamagnetic Metal Ions:  Crystal Structures, Magnetism, and Electronic Properties of [M^I(imino nitroxide)₂](PF₆) (M = Cu^I and Ag^I)
  作者：Hiroki Oshio、Takashi Watanabe、Akihiro Ohto、Tasuku Ito、Tadaaki Ikoma、Shozo Tero-Kubota

  DOI：10.1021/ic960939e

  日期：1997.7.1

  An orthogonal arrangement of imino nitroxide ligands in Cu-I and Ag-I complexes results in propagation of an intramolecular ferromagnetic interaction between the coordinated imino nitroxides through these diamagnetic ions. Reaction of [Cu-I(CH3CN)(4)](PF6) and Ag-I(PF6) with imino nitroxides in ethanol solution gave [Cu-I(immepy)(2)-(PF6) (1) and [Ag-I(impy)(2)](PF6) (2), respectively (immepy 2-(2-(6-methylpyridyl))-4,4,5,5-tetramethyl-4,5-dihydro-1H imidazolyl-l-oxy and impy 2-(2-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxy). Complex 1 crystallizes in the orthorhombic space group Pba2, which has a unit cell with a 11.251(2) Angstrom, b = 14.745(3) Angstrom, c = 9.747(2) Angstrom, V = 1617.0(5) Angstrom(3), and Z = 2. Refinement with 991 reflections observed [\I-0\ > 3 sigma(I-0)] gave R = 0.044 (R-w = 0.053). In 1, imino nitroxides coordinate to the Cu-I ions in a tetrahedral fashion, the dihedral angle between coordinating imino nitroxides being 88.7 degrees. Magnetic susceptibility measurement for 1 shows typical triplet-singlet behavior with strong ferromagnetic interactions (J = 55.1(6) cm(-1) with g = 2.0; H = -JS(1).S-2) The UV-visible absorption spectrum of 1 shows strong bands at 454 and 766 nm assignable to charge-transfer bands from the Cu ion to the ligand NLUMO and SOMO, respectively. The pi-back-donation to the SOMO induces the spin on the Cu ion and results in the strong ferromagnetic interaction. Complex 2 crystallizes in the orthorhombic space group P2(1)cn which has a unit cell with a = 10.535(6) Angstrom, b = 31.295(3) Angstrom, c 8.921(4) Angstrom, V = 2941(1) Angstrom(3), and Z = 4. Refinement with 1882 reflections [\I-0\ > 3 sigma(I-0)] gave R = 0.058 (R-w = 0.074). Ln 2, the four coordination sites of the Ag-I ion were completed with two imino nitroxides and the dihedral angle between the imino nitroxides is 79.2 degrees. The EPR spectrum of a frozen ethanol solution of 2 shows a typical triplet signal with zero field splitting (\D\ = 0.043 cm(-1) and \E\ = 0.014 cm(-1)). Curie plots for the rim = 2 signal below 80 K gave a positive Weiss constant (theta = 4 K), suggesting an intramolecular ferromagnetic interaction in 2.
• Oshio, Hiroki; Watanabe, Takashi; Ohto, Akihiro, Angewandte Chemie, 1994, vol. 106, p. 691 - 692
  作者：Oshio, Hiroki、Watanabe, Takashi、Ohto, Akihiro、Ito, Tasuku、Nagashima, Umpei

  DOI：——

  日期：——
• A strong antiferromagnetic interaction between imino nitroxides through a Pd II ion
  作者：Hiroki Oshio、Akihiro Ohto、Tasuku Ito

  DOI：10.1039/cc9960001541

  日期：——

  A palladium(II) complex with imino nitroxides, [PdCl2(immepy)2][immepy = 2-(6-methylpyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazolyl-1-oxy], shows a strong antiferromagnetic interaction between the coordinated imino nitroxides, which results from indirect overlap of radical SOMOs through a dxy orbital.