5-[4-(N-tert-butyl-N-aminooxyl)phenyl]pyrimidine | 431976-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-[4-(N-tert-butyl-N-aminooxyl)phenyl]pyrimidine
• 英文别名: 5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine；5-[4-(N-tert-butyl-N-aminoxyl)phenyl]pyrimidine；5-(4-N-tert-butyl-N-aminoxylphenyl)pyrimidine；4NITPhPyrim；4PPN
• CAS: 431976-39-5
• 化学式: C₁₄H₁₆N₃O
• 分子量: 242.301
• InChiKey: ROHHIFGPMZDVCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  manganese(II) hexafluoroacetonylacetonate 、 5-[4-(N-tert-butyl-N-aminooxyl)phenyl]pyrimidine 以 not given 为溶剂， 生成 1:1 complex of 5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine with manganese(II) hexafluoroacetonylacetonate
  参考文献：
  名称：

  5-（4- [N-叔丁基-N-氨基二甲苯基]苯基）嘧啶与锰（II）和六氟丙酮基丙酮酸铜（II）的1：1络合物。

  摘要：

  Mn（hfac）2和Cu（hfac）2与5-（4- [N-叔丁基-N-氨基二甲苯基]苯基）嘧啶形成1：1的配合物，具有很强的金属-氮氧化合物交换作用；自旋极化模型不能解释这些复合物中自旋位点之间的反铁磁交换行为。

  DOI：

  10.1039/b111295n
• 作为产物：
  描述：

  5-[4-(N-tert-butyl-N-hydroxylamino)phenyl]pyrimidine 在 lead dioxide 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以89%的产率得到5-[4-(N-tert-butyl-N-aminooxyl)phenyl]pyrimidine
  参考文献：
  名称：

  锰 (II) 和铜 (II) 六氟乙酰丙酮化物 1:1 与 5-(4-[N-叔丁基-N-氨氧基]苯基)嘧啶的配合物：自由基和顺磁性阳离子之间配合物交换行为的区域化学奇偶性分析

  摘要：

  Mn(hfac)(2) 和 Cu(hfac)(2) 与 5-(4-[N-叔丁基-N-氨氧基]苯基)嘧啶、PyrimPh-NIT 形成配位配合物。(Mn[PyrimPh-NIT](hfac)(2))(2) 和 (Cu[PyrimPh-NIT](hfac)(2))(2), 1 和 2 分别是环状 M(2)L( 2) 二聚体在协调的顺磁性 (M) 和氮氧化物 (NIT) 单元之间表现出强交换耦合。M-NIT 交换在 1 中是强反铁磁 (AFM)，在 2 中是强铁磁 (FM)。 1 的磁化率测量值符合 AFM 自旋对模型，Mn-NIT 自旋位点单元之间的 J/k = -0.25 K . 复合物 2 还表现出 S = 1 Cu-NIT 自旋单元之间的 AFM 自旋配​​对，这在低温下有些场依赖。校正顺磁化率 chi(T) 与 AFM 自旋对模型在 200 Oe 下的拟合产生 J/k = (-)3.8

  DOI：

  10.1021/ja0343813

文献信息

• Co₃(RL)₂(hfac)₆ Ladder Complex of 5-[4-(<i>N</i>-<i>tert</i>-Butyl-<i>N</i>-aminoxyl)phenyl]pyrimidine
  作者：Lora M. Field、M. Carmen Morón、Paul M. Lahti、Fernando Palacio、Armando Paduan-Filho、Nei F. Oliveira

  DOI：10.1021/ic051884w

  日期：2006.3.1

  5-[4-(N-tert-butyl-N-aminoxyl)phenyl]pyridimine (4NITPhPyrim = RL) forms a 1-D ladder polymer complex with Co(hfaC)(2) of stoichiometry Co-3(RL)(2)(hfaC)(6), having antiparallel [(CoRL)-R-II](n) linear chains (rails) that are cross-linked by Pyrim-Co(hfaC)(2)-Pyrim rungs. The magnetic behavior above 100 K is consistent with contributions from one high-spin Co-II ion (the cross-link, S = (3)/(2)) plus two Co-ON units with strongly antiferromagnetic (AFM) metal-radical exchange (each S = 1). The chi T data show an AFM downturn as the temperature drops. Assuming weak exchange along chain portions of the polymer due to poor spin polarization across the phenyl-pyrimidine bond in RL, a linear three-spin (S = 1, (3/)(2), and 1) fit to the T > 18 K data yields an AFM cross-linker (rung) effective exchange of J(CL)/k = (-)5.3 K = (-)3.7 cm(-1). Superexchange (sigma-orbital overlap) is a likely mechanism for the effective AFM exchange between CoON and Co spin sites in the three-spin groupings.
• Isostructural M(RL)2(hfac)2 complexes with RL=5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine
  作者：Paul M. Lahti、Martha Baskett、Lora M. Field、M. Carmen Morón、Fernando Palacio、Armando Paduan-Filho、Nei Fernandes Oliveira

  DOI：10.1016/j.ica.2008.03.105

  日期：2008.9

  5-(4-(N-tert-Butyl-N-aminoxylphenyl)) pyrimidine (RL, 4PPN) forms crystallographically isostructural and isomorphic pseudo-octahedral M(RL)(2)(hfac)(2) complexes with M(hfac)(2), M = Zn, Cu, Ni, Co, and Mn. Multiple close contacts occur between sites of significant spin density of the organic radical units. Magnetic behavior of the Zn, Cu, Ni, Co complexes appears to involve multiple exchange pathways, with multiple close crystallographic contacts between sites that EPR (of 4PPN) indicates to have observable spin density. Powder EPR spectra at room temperature and low temperature are reported for each complex. Near room temperature, the magnetic moments of the complexes are roughly equal to those expected by a sum of non-interacting moments (two radicals plus ion). As temperature decreases, AFM exchange interactions become evident in all of the complexes. The closest fits to the magnetic data were found for a 1-D Heisenberg AFM chain model in the Zn(II) complex (J/k = (-)7 K), and for three-spin RL-M-RL exchange in the other complexes (J/k = (-)26 K, (-)3 K, (-) 6 K, for Cu(II), Ni(II), and Co(II) complexes, respectively). (C) 2008 Elsevier B.V. All rights reserved.
• Manganese(II) and Copper(II) Hexafluoroacetylacetonate 1:1 Complexes with 5-(4-[<i>N</i>-<i>tert</i>-Butyl-<i>N</i>-aminoxyl]phenyl)pyrimidine:  Regiochemical Parity Analysis for Exchange Behavior of Complexes between Radicals and Paramagnetic Cations
  作者：Lora M. Field、Paul M. Lahti、Fernando Palacio、Armando Paduan-Filho

  DOI：10.1021/ja0343813

  日期：2003.8.1

  form coordination complexes with 5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine, PyrimPh-NIT. (Mn[PyrimPh-NIT](hfac)(2))(2) and (Cu[PyrimPh-NIT](hfac)(2))(2), 1 and 2, respectively, are cyclic M(2)L(2) dimers that exhibit strong exchange coupling between the coordinated paramagnetic dication (M) and nitroxide (NIT) unit. The M-NIT exchange is strongly antiferromagnetic (AFM) in 1 and strongly ferromagnetic

  Mn(hfac)(2) 和 Cu(hfac)(2) 与 5-(4-[N-叔丁基-N-氨氧基]苯基)嘧啶、PyrimPh-NIT 形成配位配合物。(Mn[PyrimPh-NIT](hfac)(2))(2) 和 (Cu[PyrimPh-NIT](hfac)(2))(2), 1 和 2 分别是环状 M(2)L( 2) 二聚体在协调的顺磁性 (M) 和氮氧化物 (NIT) 单元之间表现出强交换耦合。M-NIT 交换在 1 中是强反铁磁 (AFM)，在 2 中是强铁磁 (FM)。 1 的磁化率测量值符合 AFM 自旋对模型，Mn-NIT 自旋位点单元之间的 J/k = -0.25 K . 复合物 2 还表现出 S = 1 Cu-NIT 自旋单元之间的 AFM 自旋配​​对，这在低温下有些场依赖。校正顺磁化率 chi(T) 与 AFM 自旋对模型在 200 Oe 下的拟合产生 J/k = (-)3.8
• 1∶1 Complexes of 5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine with manganese(ii) and copper(ii) hexafluoroacetonylacetonateElectronic supplementary information (ESI) available: Spectroscopic data and crystallography for 1. Fig. S1: ESR spectrum of 1. See http://www.rsc.org/suppdata/cc/b1/b111295n/
  作者：Lora M. Field、Paul M. Lahti、Fernando Palacio

  DOI：10.1039/b111295n

  日期：2002.3.7

  Mn(hfac)2 and Cu(hfac)2 form 1:1 complexes with 5-(4-[N-tert-butyl-N-aminoxyl]phenyl)pyrimidine that exhibit strong metal-nitroxide exchange; spin polarization models do not explain the antiferromagnetic exchange behavior between spin sites in these complexes.

  Mn（hfac）2和Cu（hfac）2与5-（4- [N-叔丁基-N-氨基二甲苯基]苯基）嘧啶形成1：1的配合物，具有很强的金属-氮氧化合物交换作用；自旋极化模型不能解释这些复合物中自旋位点之间的反铁磁交换行为。