2,5-Dihydro-4,5,5-trimethyl-2,2-di-2-pyridylimidazole-1-oxyl | 173550-15-7

• 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: 2,5-Dihydro-4,5,5-trimethyl-2,2-di-2-pyridylimidazole-1-oxyl
• 英文别名: 2,5-dihydro-2,2-(2-pyridyl)-3,5,5-trimethylimidazole-1-oxyl；2,5-dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-1-oxyl
• CAS: 173550-15-7
• 化学式: C₁₆H₁₇N₄O
• 分子量: 281.337
• InChiKey: NGKXPUADHNFXLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-Dihydro-4,5,5-trimethyl-2,2-di-2-pyridylimidazole-1-oxyl 、 copper dichloride 以 甲醇 为溶剂， 以64%的产率得到(2,5-dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-1-oxyl)dichlorocopper(II)(MeOH)
  参考文献：
  名称：

  Synthesis, Structure, and Magnetic Properties of Transition Metal Complexes of the Nitroxide 2,5-Dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-1-oxyl

  摘要：

  With the radical 2,5-dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-l-oxyl (L) a series of transition metal complexes have been prepared: [ML(2)](SbF6)(2) with M(2+) = Mn2+ (1), Fe2+ (2), Co2+ (3), Ni2+ (4), CU2+ (5), and Zn2+ (6), Cu(L)(Cl)(2)(MeOH) (7), and Cu(L)SO4 . H2O (8). The structures of 1, 3, and 6 were determined by X-ray structural analyses. In these compounds the tridendate L is coordinated to the metal ion by the two pyridine nitrogen donors and by the oxygen atom of the nitroxide group. The N-O bond distances are 1.25(2) Angstrom (1), 1.267(13) Angstrom (3), and 1.260(11) Angstrom (6). The M-O-N angles are 117.0(10)degrees (1), 114.5(8)degrees (3), and 114.2(7)degrees (6). Crystal data: space group P2(l)/n, for 1, 3, and 6; compound 1, a = 10.806(3) Angstrom, b = 14.101(6) Angstrom, c 14.253(4) Angstrom, beta = 108.82(2)degrees, V = 2055.7(12) Angstrom, Z = 2, R(1) = 0.0677, wR(2) = 0.1512. Compound 3, a = 10.761(4) Angstrom, b = 14.253(6) Angstrom, c = 14.108(5) Angstrom, beta = 111.16(3)degrees, V = 2017.9(13) Angstrom(3), Z = 2, R(1) = 0.0702, wR(2) = 0.1460; compound 6, a = 10.788(2) Angstrom, b = 14.147(3) Angstrom, c = 14.196(3) Angstrom, beta = 109.93(3)degrees, V = 2036.8(7) Angstrom(3), Z = 2, R(1) = 0.0573, wR(2) = 0.1194. Magnetic measurements of 1, 2, 5, and 8 show strong antiferromagnetic interaction between the spin of the metal ion and the spin of the radical which increases at lower temperatures. For 6 the magnetic moment corresponds to two noninteracting spins in the temperature range 60-300 K.

  DOI：

  10.1021/ic951345z
• 作为产物：
  描述：

  2,5-Dihydro-1-hydroxy-4,5,5-trimethyl-2,2-di-2-pyridylimidazole 在 lead dioxide 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以82%的产率得到2,5-Dihydro-4,5,5-trimethyl-2,2-di-2-pyridylimidazole-1-oxyl
  参考文献：
  名称：

  Hintermaier, Frank; Volodarsky, Leonid B.; Polborn, Kurt, Liebigs Annalen, 1995, # 12, p. 2189 - 2194

  摘要：

  DOI：

文献信息

• Synthesis, Structure, and Magnetic Properties of a 2,2‐Dipyridyl‐2,5‐dihydro‐imidazole‐1‐oxyl‐(L‐)Bridged Disilver Complex [Ag ₂ L ₂ ](SbF ₆ ) ₂ : A Four‐Membered Ring from two Ag(I) Ions and two Imine Nitrogen Atoms
  作者：Frank Hintermaier、Shahram Mihan、Michael Gerdan、Volker Schünemann、Alfred Trautwein、Wolfgang Beck

  DOI：10.1002/cber.19961290515

  日期：1996.5

  5-trimethyl-2,2-di-2-pyridyl-imidazole-1-oxyl (L) with AgSbF6 gives the complex [Ag2L2]2+[SbF6–]2 which was characterized by X-ray diffraction. – The complex (a biradical) forms a four-membered ring with two Ag(I) ions and two imine nitrogen atoms of the imidazolines with a relatively short Ag – Ag distance [2.839(2) Å]. Magnetic measurements indicate that two nitroxide radicals are slightly coupled.

  2,5-二氢-4,5,5-三甲基-2,2-二-2-吡啶基-咪唑-1-氧基（L）与AgSbF 6的反应生成复合物[Ag 2 L 2 ] 2+ [ SbF 6 – ] 2的特征在于X射线衍射。–配合物（双自由基）形成一个带有两个Ag（I）离子和两个咪唑啉亚胺氮原子的四元环，它们的Ag – Ag距离相对较短[2.839（2）Å]。磁性测量表明两个氮氧自由基是轻微偶联的。
• Hintermaier, Frank; Volodarsky, Leonid B.; Polborn, Kurt, Liebigs Annalen, 1995, # 12, p. 2189 - 2194
  作者：Hintermaier, Frank、Volodarsky, Leonid B.、Polborn, Kurt、Beck, Wolfgang

  DOI：——

  日期：——
• Synthesis, Structure, and Magnetic Properties of Transition Metal Complexes of the Nitroxide 2,5-Dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-1-oxyl
  作者：Frank Hintermaier、Karlheinz Sünkel、Leonid B. Volodarsky、Wolfgang Beck

  DOI：10.1021/ic951345z

  日期：1996.1.1

  With the radical 2,5-dihydro-4,5,5-trimethyl-2,2-bis(2-pyridyl)imidazole-l-oxyl (L) a series of transition metal complexes have been prepared: [ML(2)](SbF6)(2) with M(2+) = Mn2+ (1), Fe2+ (2), Co2+ (3), Ni2+ (4), CU2+ (5), and Zn2+ (6), Cu(L)(Cl)(2)(MeOH) (7), and Cu(L)SO4 . H2O (8). The structures of 1, 3, and 6 were determined by X-ray structural analyses. In these compounds the tridendate L is coordinated to the metal ion by the two pyridine nitrogen donors and by the oxygen atom of the nitroxide group. The N-O bond distances are 1.25(2) Angstrom (1), 1.267(13) Angstrom (3), and 1.260(11) Angstrom (6). The M-O-N angles are 117.0(10)degrees (1), 114.5(8)degrees (3), and 114.2(7)degrees (6). Crystal data: space group P2(l)/n, for 1, 3, and 6; compound 1, a = 10.806(3) Angstrom, b = 14.101(6) Angstrom, c 14.253(4) Angstrom, beta = 108.82(2)degrees, V = 2055.7(12) Angstrom, Z = 2, R(1) = 0.0677, wR(2) = 0.1512. Compound 3, a = 10.761(4) Angstrom, b = 14.253(6) Angstrom, c = 14.108(5) Angstrom, beta = 111.16(3)degrees, V = 2017.9(13) Angstrom(3), Z = 2, R(1) = 0.0702, wR(2) = 0.1460; compound 6, a = 10.788(2) Angstrom, b = 14.147(3) Angstrom, c = 14.196(3) Angstrom, beta = 109.93(3)degrees, V = 2036.8(7) Angstrom(3), Z = 2, R(1) = 0.0573, wR(2) = 0.1194. Magnetic measurements of 1, 2, 5, and 8 show strong antiferromagnetic interaction between the spin of the metal ion and the spin of the radical which increases at lower temperatures. For 6 the magnetic moment corresponds to two noninteracting spins in the temperature range 60-300 K.