2-(4'-(2,2':6',2''-terpyridyl))-(4,4,5,5-tetramethylimidazolinyl-1-oxyl) | 236101-39-6

• 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-(4'-(2,2':6',2''-terpyridyl))-(4,4,5,5-tetramethylimidazolinyl-1-oxyl)
• 英文别名: terpy-IM
• CAS: 236101-39-6
• 化学式: C₂₂H₂₂N₅O
• 分子量: 372.45
• InChiKey: XFYGTUUQPBBNGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc perchlorate 、 2-(4'-(2,2':6',2''-terpyridyl))-(4,4,5,5-tetramethylimidazolinyl-1-oxyl) 以 甲醇 、 二氯甲烷 为溶剂， 以84%的产率得到(Zn(2-(4'-(2,2':6',2''-terpyridyl))-(4,4,5,5-tetramethylimidazolinyl-1-oxyl))2)(ClO4)2
  参考文献：
  名称：

  Magnetic and Electronic Properties in Novel Terpyridine-Based Nitroxide Complexes:  Strong Radical−Metal Interaction via a Pyridyl Ring

  摘要：

  Transition metal complexes of 2-[4'- (2,2':6',2 " -terpyridyl)] -(4,4,5,5 -tetramethylimidazolinyl-3-oxide-1-oxyl) (terpy-NIT) and 2-[4'-(2,2':6',2 " -terpyridyl)]-(4,4,5,5-tetramethylimidazolinyl-1-oxyl) (terpy-IM) have been prepared. Whereas the pyridyl fragments of the free ligands are in an anti conformation, the complexes are obtained by coordination of two terpyridines in a syn conformation, forming a distorted octahedron around the metal center: [M(terpy-NIT)(2)](ClO4)(2) (M = Ni(II) 1, Zn(II) 2, Cu(II) 3) and [M(terpy-IM)(2)](ClO4)(2) (M = Ni(II) 4, Zn(II) 5). The ligands and their complexes have been characterized by FAB-MS, UV-vis, Fr-IR spectroscopies, elemental analysis, and by EPR spectroscopy and susceptibility measurements. Single-crystal X-ray diffraction have been performed on the ter t,,py-NIT ligand and on complexes 1, 4, and 5 giving following crystal data: terpy-NIT, monoclinic, P2(1/c), Z = 4, a = 14.2186(5), b = 12.9129(6), c = 11.704(1) Angstrom, beta = 108.615(4)degrees; 1, orthorhombic, P(n a 2(1)), Z = 4, a = 23.6367(6), b 8.7836(1), c = 24.2748(7) Angstrom; 4, monoclinic, P2(1), Z = 1, a = 8,738(1), b = 25.010(1), c 11.704(1) Angstrom, beta 102.849(3)degrees; 5, monoclinic, P2(1), Z = 1, a = 8.7463(2), b = 25.0833(5), c = 11.8168(3) Angstrom,beta = 102.757(3)degrees. For complexes 1 and 3, an antiferromagnetic behavior has been found and parametrized by considering a symmetric magnetic trimer, highlighting a strong intramolecular coupling between the metal and the radicals (average values 2J(M-NIT) = -19.6 K for M = Ni and -22.8 K for M = Cu). In the case of compound 4, an asymmetric magnetic trimer has been used to model the antiferromagnetic interactions (2J(Ni-IM1) = -13.0 K, 2J(Ni-IM2) = -5.6 K). The shape of the EPR spectra of complexes 2, 3, and 5 in solution indicates the intermediate exchange limit, of the order of a few mK, between the two nitroxide radicals through the pyridyl-metal-pyridyl fragment.

  DOI：

  10.1021/ic001473+
• 作为产物：
  描述：

  N,N’-二羟基-2,3-二甲基-2,3-丁二胺 、 2,2':6',2''-三联吡啶-4'-甲醛 在 sodium periodate 、 selenium(IV) oxide 作用下， 生成 2-(4'-(2,2':6',2''-terpyridyl))-(4,4,5,5-tetramethylimidazolinyl-1-oxyl)
  参考文献：
  名称：

  基于联吡啶的一氧化氮自由基作为制备磁性配合物的新工具

  摘要：

  我们报道了带有附加的硝酰基硝基氧（NIT）或亚氨基硝基氧（IM）自由基的三联吡啶样或真正的三联吡啶配体的制备。合成规程基于N，N'-二羟基-2,3-二氨基-2,3-二甲基丁酰胺与相应醛之间的多次缩合。这些自由基中的三个自由基已在单晶上通过X射线衍射表征，由此分子结构显示五元自由基环相对于螯合骨架显着倾斜。提到了这些新颖的单基和双基的磁性。

  DOI：

  10.1016/s0040-4039(99)00805-9