N-(3-bromo-5-tert-butylphenyl)-N-(tert-butyldimethylsiloxy)-N-tert-butylamine | 133817-83-1

• 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: N-(3-bromo-5-tert-butylphenyl)-N-(tert-butyldimethylsiloxy)-N-tert-butylamine
• 英文别名: 3-bromo-N,5-ditert-butyl-N-[tert-butyl(dimethyl)silyl]oxyaniline
• CAS: 133817-83-1
• 化学式: C₂₀H₃₆BrNOSi
• 分子量: 414.501
• InChiKey: UPHNYXKZEFMJCE-UHFFFAOYSA-N

物化性质

• 沸点：
  387.5±42.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.29
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-bromo-5-tert-butylphenyl)-N-(tert-butyldimethylsiloxy)-N-tert-butylamine 在 重铬酸吡啶 、 正丁基锂 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 23.75h， 生成 3-(N-tert-butyldimethylsiloxy-N-tert-butylamino)-5-tert-butylbenzophenone hydrazone
  参考文献：
  名称：

  Design and synthesis of diphenyldiazomethanes possessing stable aminoxyl radicals: photolytic generation of quartet species and their reaction with C60

  摘要：

  合成了具有稳定的叔丁胺自由基和乌尔曼“亚硝基氮氧化物”自由基的二苯基二氮甲烷。通过母体二氮甲烷的光解生成了相应的取代有自由基的二苯基亚甲基。通过电子自旋共振（EPR）精细结构及其温度依赖性，发现这些分子中的亚甲基和自由基中心如预期那样呈现出铁磁耦合，原因在于其π框架的拓扑对称性。这些二氮化合物与C60反应，生成了携带一至四个亚硝基氨氧基团的全氮烯。

  DOI：

  10.1039/a801680a
• 作为产物：
  描述：

  1,3-二溴-5-(1,1-二甲基乙基)苯 在 咪唑 、 叔丁基锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.5h， 生成 N-(3-bromo-5-tert-butylphenyl)-N-(tert-butyldimethylsiloxy)-N-tert-butylamine
  参考文献：
  名称：

  Bis[3-tert-butyl-5-(N-oxy-tert-butylamino)phenyl] nitroxide in a quartet ground state: a prototype for persistent high-spin poly[(oxyimino)-1,3-phenylenes]

  摘要：

  The title trinitroxide 4 was synthesized via the bis[m-(hydroxyamino)phenyl] nitroxides 9 and 10. The ESR spectra obtained in a toluene glass at 4.2 K was consistent with 4 in a quartet state with the zfs parameter \D\/hv of 0.0087 cm-1. The quartet state was shown to be the ground state by the magnetic measurement of its microcrystalline sample on a Faraday balance. The maximum of the effective moment was 3.53-mu-B at ca. 140 K. The Weiss constant and the energy gap between the lowest excited doublet and the ground quartet states were estimated to be -19 and +240 K, repsectively.

  DOI：

  10.1021/ja00011a028

文献信息

• Synthesis and EPR characterisation of [3-(N-ylooxy-tert-butylamino)-5-tert-butylphenyl]phenylcarbene with a quartet ground state
  作者：Kenji Matsuda、Hiizu Iwamura

  DOI：10.1039/cc9960001131

  日期：——

  [3-(N-ylooxy-tert-butylamino)-5-tert-butylphenyl]-phenylcarbene, a potential new spin/magnetic coupling unit for extended spin systems, is designed, synthesized and found by EPR spectroscopy to have a quartet ground state.

  [3-(N-羟基-tert-丁基氨基)-5-tert-丁基苯基]苯基卡宾被设计和合成，并通过电子顺磁共振光谱（EPR）发现其具有四重态基态，这是一种潜在的新型自旋/磁耦合单元，用于扩展自旋系统。
• Triradical Cation of <i>p</i>-Phenylenediamine Having Two Nitroxide Radical Groups:  Spin Alignment Mediated by Delocalized Spin
  作者：Akihiro Ito、Yoshiaki Nakano、Masashi Urabe、Tatsuhisa Kato、Kazuyoshi Tanaka

  DOI：10.1021/ja056318e

  日期：2006.3.1

  cationic state of a p-phenylenediamine (PDA) molecule having two nitroxide radical groups was prepared and characterized using electrochemical, electron spin resonance (ESR) spectroscopic, and absorption spectroscopic methods. The delocalized intervalence state of the p-phenylendiamine (PDA) moiety was detected in the cationic state. From the pulsed ESR measurements, it was confirmed that the delocalized spin

  使用电化学、电子自旋共振 (ESR) 光谱和吸收光谱方法制备和表征具有两个氮氧自由基基团的对苯二胺 (PDA) 分子的阳离子状态。在阳离子状态下检测到对苯二胺 (PDA) 部分的离域间隔状态。从脉冲 ESR 测量中，证实离域自旋在中性状态弱磁耦合的局部两个氮氧基团之间诱导平行自旋排列。结果发现，由此产生的高自旋排列不会严重影响 PDA 自由基阳离子的离域间隔状态。
• Synthesis and Characterization of a Nitroxide−Semiquinone Biradical
  作者：David A. Shultz、Gary T. Farmer

  DOI：10.1021/jo980562p

  日期：1998.9.1

  The synthesis and characterization of an anion biradical, 1(-)(*)(*), composed of semiquinone and nitroxide functionalities is described. The biradical was prepared by reduction of the nitroxide-orthoquinone precursor using both electrochemical and chemical methods. The zero-field-splitting parameter, |D/hc|, for 1(-)(*)(*) is consistent with the proposed electronic structure, based on a comparison

  描述了由半醌和一氧化氮官能团组成的阴离子双自由基1（-）（*）（*）的合成和表征。通过使用电化学和化学方法还原硝基氧-邻醌前体来制备双自由基。基于与| D / hc |的比较，用于1（-）（*）（*）的零场分裂参数| D / hc |与所提出的电子结构一致。相关的双基。最后，可变温度EPR光谱的结果与两个未配对电子通过间亚苯基的铁磁（高自旋）耦合相一致。
• Radical Cation of an Oligoarylamine Having a Nitroxide Radical Substituent: A Coexistent Molecular System of Localized and Delocalized Spins
  作者：Akihiro Ito、Ryohei Kurata、Yusuke Noma、Yasukazu Hirao、Kazuyoshi Tanaka

  DOI：10.1021/acs.joc.6b02037

  日期：2016.11.18

  A trimer derivative of oligotriarylamine bearing a nitroxide radical substituent as a localized spin center N,N-bis[4-(di-4-anisylamino)phenyl]-N-[3-tert-butyl-5-(N-tert-butyl-N-oxylamino)phenyl]amine (1)} was characterized by electrochemical, spectroelectrochemical, and electron paramagnetic resonance spectroscopic measurements. The first and second oxidations of 1 occurred from the triamine moiety

  oligotriarylamine的带有氮氧自由基取代基作为局部旋转中心A三聚体衍生物Ñ，Ñ双[4-（二-4- anisylamino）苯基] - ñ - [3-叔丁基-5-（ñ -叔-通过电化学，光谱电化学和电子顺磁共振光谱测量表征了丁基-N-氧基氨基）苯基]胺（1）}。的第一和第二氧化1从三胺部分发生，而使氮氧自由基部分完好。用的单电子氧化生成三胺部分的非定域化极化子状态1，表明在1 +上存在局域和局域自旋的共存，在该处检测到分子内反铁磁相互作用。
• Bis[3-tert-butyl-5-(N-oxy-tert-butylamino)phenyl] nitroxide in a quartet ground state: a prototype for persistent high-spin poly[(oxyimino)-1,3-phenylenes]
  作者：Takayuki Ishida、Hiizu Iwamura

  DOI：10.1021/ja00011a028

  日期：1991.5

  The title trinitroxide 4 was synthesized via the bis[m-(hydroxyamino)phenyl] nitroxides 9 and 10. The ESR spectra obtained in a toluene glass at 4.2 K was consistent with 4 in a quartet state with the zfs parameter \D\/hv of 0.0087 cm-1. The quartet state was shown to be the ground state by the magnetic measurement of its microcrystalline sample on a Faraday balance. The maximum of the effective moment was 3.53-mu-B at ca. 140 K. The Weiss constant and the energy gap between the lowest excited doublet and the ground quartet states were estimated to be -19 and +240 K, repsectively.