4-(pyridin-4-yloxy)-2,2,6,6-tetramethyl-1-piperidinoxyl | 221364-67-6

• 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: 4-(pyridin-4-yloxy)-2,2,6,6-tetramethyl-1-piperidinoxyl
• CAS: 221364-67-6
• 化学式: C₁₄H₂₁N₂O₂
• 分子量: 249.333
• InChiKey: HVYHYNIMIDMMSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  26.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  nickel(II) tetrafluoroborate hexahydrate 、 4-(pyridin-4-yloxy)-2,2,6,6-tetramethyl-1-piperidinoxyl 以 乙腈 为溶剂， 以82%的产率得到tetrakis-[4-(pyridin-4-yloxy)-2,2,6,6-tetramethyl-1-piperidinoxyl]nickel(II) ditetrafluoroborate
  参考文献：
  名称：

  Syntheses, structures and magnetism of homoleptic complexes of 4-{pyrid-4-yloxy}-2,2,6,6-tetramethyl-1-piperidinoxyl, a new spin-labelled pyridine

  摘要：

  Reaction of 4-chloropyridine hydrochloride with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinoxyl in the presence of five equivalents of powdered KOH in DMSO at 30 degrees C affords L-1 in 10-50% yield after an aqueous quench. The complexes [M(L-1)(4)](BF4)(2) (M=Ni, I; M=Cu, 2; M=Pd, 3) have been prepared by complexation of hydrated M(BF,), (M=Ni, Cu), or [PdCl2(NCPh)(2)] + 2AgBF(4), by four equivalents of L-1 in MeCN. Diffusion of Et2O into MeCN solutions of 2 affords two crystalline polymorphs of this complex, both containing square planar [Cu(L-1)(4)](2+) dications [Cu-N = 2.005(7)-2.042(6) Angstrom]. The major, monoclinic form contains axial Cu...NCMe contacts of 2.394(7) and 2.859(5) A, while the minor, triclinic form exhibits long axial Cu...FBF3 bonds (Cu...F = 2.478(5), 2.551(5) Angstrom). In both structures, the Cu...N(nitroxyl) distances are 9.5-9.7 Angstrom. The e-band EPR spectrum of 2 in 10:1 MeCN:toluene solution at 293 K is a broad featureless line, suggesting \J(Cu-L)1\ greater than or equal to 0.07 cm(-1) Variable temperature susceptibility measurements on powdered 2 and 3 show weakly antiferromagnetic behaviour. For 2 these data are well reproduced both by the Curie-Weiss law and by a model describing intramolecular superexchange; for 3, the data could not be fit satisfactorily, suggesting the presence of a significant intermolecular superexchange pathway. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00654-8
• 作为产物：
  描述：

  阻聚剂701 、 4-氯吡啶盐酸盐 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以48%的产率得到4-(pyridin-4-yloxy)-2,2,6,6-tetramethyl-1-piperidinoxyl
  参考文献：
  名称：

  Syntheses, structures and magnetism of homoleptic complexes of 4-{pyrid-4-yloxy}-2,2,6,6-tetramethyl-1-piperidinoxyl, a new spin-labelled pyridine

  摘要：

  Reaction of 4-chloropyridine hydrochloride with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinoxyl in the presence of five equivalents of powdered KOH in DMSO at 30 degrees C affords L-1 in 10-50% yield after an aqueous quench. The complexes [M(L-1)(4)](BF4)(2) (M=Ni, I; M=Cu, 2; M=Pd, 3) have been prepared by complexation of hydrated M(BF,), (M=Ni, Cu), or [PdCl2(NCPh)(2)] + 2AgBF(4), by four equivalents of L-1 in MeCN. Diffusion of Et2O into MeCN solutions of 2 affords two crystalline polymorphs of this complex, both containing square planar [Cu(L-1)(4)](2+) dications [Cu-N = 2.005(7)-2.042(6) Angstrom]. The major, monoclinic form contains axial Cu...NCMe contacts of 2.394(7) and 2.859(5) A, while the minor, triclinic form exhibits long axial Cu...FBF3 bonds (Cu...F = 2.478(5), 2.551(5) Angstrom). In both structures, the Cu...N(nitroxyl) distances are 9.5-9.7 Angstrom. The e-band EPR spectrum of 2 in 10:1 MeCN:toluene solution at 293 K is a broad featureless line, suggesting \J(Cu-L)1\ greater than or equal to 0.07 cm(-1) Variable temperature susceptibility measurements on powdered 2 and 3 show weakly antiferromagnetic behaviour. For 2 these data are well reproduced both by the Curie-Weiss law and by a model describing intramolecular superexchange; for 3, the data could not be fit satisfactorily, suggesting the presence of a significant intermolecular superexchange pathway. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00654-8