4'-phenoxy-benzyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide | 869384-89-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-phenoxy-benzyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide
• 英文别名: 2-(4′-benzyloxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide；2,4′-benzoxo-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide nitronyl nitroxide radical；2,4'-benzoxo-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide；2-(4'-R)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide；NITPhOPh
• CAS: 869384-89-4
• 化学式: C₁₉H₂₁N₂O₃
• 分子量: 325.387
• InChiKey: HWBADVFXRVXOKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4'-phenoxy-benzyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide 、 tris(hexafluoroacetylacetonato)europium(III) dihydrate 以 正庚烷 、 二氯甲烷 为溶剂， 生成 [Eu(hfac)3(NITPhOPh)]
  参考文献：
  名称：

  一系列基于稀土的单链磁铁：玩弄各向异性

  摘要：

  介绍了第一个基于稀土的单链磁铁系列。通式 [M(hfac)3(NITPhOPh)] 的化合物，其中 M = Eu、Gd、Tb、Dy、Ho、Er 或 Yb，PhOPh 是硝酰基-硝基氧自由基 (2,4'-benzoxo-4 ,4,5,5-四甲基咪唑啉-1-oxyl-3-oxide)，已在结构上表征并发现是同构的。报告了整个系列的静态和动态磁特性的表征。Dy、Tb 和 Ho 化合物显示出缓慢的磁化弛豫，交流磁化率显示热激活状态，Dy、Tb 和 Ho 化合物的能垒分别为 69、45 和 34 K，而仅与频率相关对低于 2.0 K 的 Er 观察到磁化率。在 Gd 和 Yb 衍生物中，反铁磁相互作用占主导地位。指数前因子相差大约 4 个数量级。由于天然存在的缺陷，有限尺寸效应对化合物的静态和动态特性产生不同的影响。

  DOI：

  10.1021/ja061101l
• 作为产物：
  描述：

  4,4,5,5-Tetramethyl-2-(4-phenoxy-phenyl)-imidazolidine-1,3-diol 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以87%的产率得到4'-phenoxy-benzyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide
  参考文献：
  名称：

  TPAP/NMO System as a Novel Method for the Synthesis of Nitronyl Nitroxide Radicals

  摘要：

  利用四-N-丙基铵过钌酸盐/N-甲基吗啉 N-氧化物（TPAP/NMO）体系，可以轻松地将二羟基咪唑烷衍生物氧化成硝基亚硝基自由基（NNRs）。该方法在操作简单、产量高、成本低和 "绿色 "化学方面具有诸多优势。

  DOI：

  10.1055/s-2006-939045

文献信息

• Nitronyl nitroxide bridged 3d–4f hetero-tri-spin chains: synthesis strategy, crystal structure and magnetic properties
  作者：Mei Zhu、Lingjie Jia、Yang Li、Yungai Li、Li Zhang、Wei Zhang、Yaohong Lü

  DOI：10.1039/c7ce01962a

  日期：——

  de). The crystal structures of complex 1 reveal that it is developed from alternating Dy(hfac)3 units and Cu(hfac)2 units bridged by NIT-PhOEt radicals coordinated by their NO groups. Complexes 2 and 3–8 are isostructural possessing 1D chains with repeating [Cu–Rad–Ln–Rad–Ln–Rad–Ln–Rad] moieties. The magnetic properties of all complexes were studied. For complexes 1 and 2, their magnetic behaviors

  合成了基于不同取代的硝酰基硝基氧配体的三个系列的2p-3d-4f一维链，即[（NIT-PhOEt）2 Cu（hfac）2 Dy（hfac）3 ] 2 ·C 7 H 16（1）和[（NIT-PhOEt）4 Cu（hfac）2 } Dy（hfac）3 } 3 ]·H 2 O（2）（NIT-PhOEt = 2-（4'-乙氧基苯基）-4,4， 5,5-四甲基咪唑啉-1-氧基-3-氧化物），[（NIT-PhOAll）4 Cu（hfac）2 } Ln（hfac）3 } 3 ]（Ln III = Ho 3，Er 4，Yb 5 ; NIT-PhOAll = 2-（4'-烯丙氧基苯基）-4,4,5,5-四甲基咪唑啉-1-氧基-3-氧化物）和[（NIT-PhOBz）4 Cu（hfac）2 } Ln（hfac ）3 } 3 ]（Ln III = Pr 6，Sm 7，Eu 8； NIT-PhOBz =
• Sonocrystallization as an Efficient Way to Control the Size, Morphology, and Purity of Coordination Compound Microcrystallites: Application to a Single-Chain Magnet
  作者：Quentin Evrard、Félix Houard、Carole Daiguebonne、Guillaume Calvez、Yan Suffren、Olivier Guillou、Matteo Mannini、Kevin Bernot

  DOI：10.1021/acs.inorgchem.0c01126

  日期：2020.7.6

  The size, morphology, and purity control of coordination compound powders is a key stage for their conversion into materials and devices. In particular, surface science techniques require highly pure bulk materials with a narrow crystallite-size distribution together with straightforward, scalable, and reproducible crystallization procedures. In this work we demonstrate how sonocrystallization, i.e. the application of ultrasound during the crystallization process, can afford very quickly powders made of crystallites with controlled size, morphology, and purity. We show that this process drastically diminishes the crystallite-size distribution (low polydispersity indexes, PDI) and crystallite aspect ratio. By comparing sonicated samples with samples obtained by various silent crystallization conditions, we unambiguously show that the improvement in the crystallite morphology and size distribution is not due to any thermal effect but to the sonication of the crystallizing media. The application of sonocrystallization on crystallization batches of single-chain magnets (SCMs) maintains the chemical integrity of the SCMs together with their original magnetic behavior. Moreover, luminescent measurements show that sonocrystallization induces an efficient micromixing that drastically enhances the purity of the SCM powders. We thus propose that sonocrystallization, which is already used on organic or MOF compounds, can be applied to (magnetic) coordination compounds to readily afford bulk powders for characterization or shaping techniques that require pure, morphology- and crystallite-size-controlled powder samples.

  配合化合物粉末的尺寸、形态和纯度控制是将其转化为材料和器件的关键阶段。特别是，表面科学技术需要高纯度、晶粒尺寸分布窄的块状材料，以及简单、可扩展且可重复的结晶过程。在这项工作中，我们展示了超声结晶（即在结晶过程中应用超声波）如何快速制备出尺寸、形态和纯度可控的晶粒粉末。我们证明，该过程可显著降低晶粒尺寸分布（低多分散性指数，PDI）和晶粒纵横比。通过比较超声样品与在各种无超声条件下获得的样品，我们明确地表明，晶粒形态和尺寸分布的改善不是由于任何热效应，而是由于结晶介质的超声处理。在单链磁体（SCM）的结晶批次中应用超声结晶可保持SCM的化学完整性和原始磁性。此外，发光测量表明，超声结晶可诱导有效的微混合，从而显著提高SCM粉末的纯度。因此，我们建议将已用于有机或MOF化合物的超声结晶应用于（磁性）配合化合物，以制备块状粉末，用于需要纯度、形态和晶粒尺寸可控的粉末样品的表征或成型技术。
• A manganese (II) dimer bearing the reduced derivatives of nitronyl nitroxides
  作者：Dimitris I. Alexandropoulos、Fanmiao Kong、Federico Lombardi、Peter N. Horton、Simon J. Coles、Lapo Bogani

  DOI：10.1016/j.poly.2021.115427

  日期：2021.11

  EPR and conducting properties of a new manganese complex [MnII(hfac)2(IMHPhOPh)]2[MnII(hfac)3](IMH2PhOPh) (1), containing the reduced forms (IMHPhOPh and IMH2PhOPh) of the NIT-PhOPh radical (NIT-PhOPh = 2,4‘-benzoxo-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide). Magnetic susceptibility studies reveal the presence of weak antiferromagnetic exchange interactions between the metal ions, within the [M

  我们报告了一种新的锰配合物 [Mn II (hfac) 2 (IMHPhOPh)] 2 [Mn II (hfac) 3 ](IMH 2 PhOPh) ( 1 )的合成、磁性 EPR 和导电性能，包含还原形式 (IMHPhOPh)和 IMH 2 PhOPh) 的 NIT-PhOPh 自由基 (NIT-PhOPh = 2,4'-benzoxo-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide)。磁化率研究表明，在 [Mn II (hfac) 2 (IMHPhOPh)] 2单元内，金属离子之间存在弱的反铁磁交换相互作用。1的EPR谱表现出单体 [Mn II (hfac) 3 ] 和二聚体 [Mn II (hfac) 2 (IMHPhOPh)] 2物质的同时贡献。电导率测量表明，1 的导电性受欧姆定律支配，电导值为1.3(6)×10——9 秒/厘米。
• [TmIII(hfac)3(NITPhOPh)]∞: A new member of a lanthanide-based Single Chain Magnets family
  作者：K. Bernot、L. Bogani、R. Sessoli、D. Gatteschi

  DOI：10.1016/j.ica.2006.12.002

  日期：2007.10

  The polymeric coordination compound of formula [Tm(hfaC)(3)(NITPhOPh)](infinity) (where NITPhOPh is a nitronyl-nitroxide radical) has been synthesized and found to belong to the only reported family of isostructural Single Chain Magnets. Both static and dynamic magnetic measurements have been performed, and a dependence of the out-of-phase signal on the frequency is observed below 3 K. Scaling procedures indicate Ising magnetic anisotropy. Comparison of the extracted parameters with those of the previously reported isostructural compounds confirms a trend along the lanthanide series. (c) 2006 Elsevier B.V. All rights reserved.
• Molecular Engineering for Single-Chain-Magnet Behavior in a One-Dimensional Dysprosium-Nitronyl Nitroxide Compound
  作者：Lapo Bogani、Claudio Sangregorio、Roberta Sessoli、Dante Gatteschi

  DOI：10.1002/anie.200500464

  日期：2005.9.12