1-(4-benzyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl | 1446527-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-benzyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl
• CAS: 1446527-23-6
• 化学式: C₂₇H₂₁N₄O₃
• 分子量: 449.489
• InChiKey: ZPSUYTYDTQJHNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-benzyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl 在 4-二甲氨基吡啶 、 palladium on activated charcoal 、 10 wt% Pd(OH)2 on carbon 、 氢气 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、344.75 kPa 条件下， 反应 48.17h， 生成
  参考文献：
  名称：

  顺磁离子液晶：稳定自由基的离子导电弯曲核衍生物

  摘要：

  制备了一系列衍生自稳定自由基、6-氧代过哒嗪和 1,4-二氢苯并[ e ][1,2,4]三嗪-4-基并含有N-甲基咪唑鎓基团的弯曲核顺磁离子液晶，并研究了它们的介晶、磁性和离子导电性能。离子对在 100 °C 以上形成流体近晶相，其中离子层被顺磁层隔开。两种选定衍生物的离子电导率在 10 -5 –10 -8 S cm -1和活化能E a 的范围内约为 1.5 eV。原始固体样品的磁化率测量 (SQUID) 揭示了顺磁性层中类似液体的分子排列和弱反铁磁相互作用。

  DOI：

  10.1016/j.molliq.2021.116028
• 作为产物：
  描述：

  benzaldehyde 4-benzoyloxyphenylhydrazone 在 吡啶 、 CN^(1-)*Fe⁽³⁺⁾*K⁽¹⁺⁾ 、 四丁基溴化铵 、 sodium carbonate 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 1-(4-benzyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl
  参考文献：
  名称：

  Functional Group Transformations in Derivatives of 6-Oxoverdazyl

  摘要：

  Transformations of functional groups, such as OCH2Ph, OCOPh, NO2 and I, in 1,3,5-triphenyl-6-oxoverdazyls la le were investigated in order to expand the range of synthetic tools for incorporation of the verdazyl system into more complex molecular architectures and to increase spin delocalization. Thus, Pd-catalyzed debenzylation of the OCH2Ph group or basic hydrolysis of the OCOPh group gave the phenol functionality, which was acylated, but could not be alkylated. Orthogonal deprotection of diphenol functionality was also demonstrated in radical 1c. Pt-catalyzed reduction of the NO2 group led to the aniline derivative, which was acylated. Attempted C-C coupling reactions to iodophenyl derivatives le and Se were unsuccessful. Selected verdazyl radicals were characterized by EPR and electronic absorption spectroscopy, and results were analyzed with the aid of DFT computational methods.

  DOI：

  10.1021/jo400843y

文献信息

• Functional Group Transformations in Derivatives of 6-Oxoverdazyl
  作者：Marcin Jasiński、Jason S. Gerding、Aleksandra Jankowiak、Krzysztof Gębicki、Jarosław Romański、Katarzyna Jastrzębska、Ajan Sivaramamoorthy、Kristein Mason、Donavan H. Evans、Małgorzata Celeda、Piotr Kaszyński

  DOI：10.1021/jo400843y

  日期：2013.8.2

  Transformations of functional groups, such as OCH2Ph, OCOPh, NO2 and I, in 1,3,5-triphenyl-6-oxoverdazyls la le were investigated in order to expand the range of synthetic tools for incorporation of the verdazyl system into more complex molecular architectures and to increase spin delocalization. Thus, Pd-catalyzed debenzylation of the OCH2Ph group or basic hydrolysis of the OCOPh group gave the phenol functionality, which was acylated, but could not be alkylated. Orthogonal deprotection of diphenol functionality was also demonstrated in radical 1c. Pt-catalyzed reduction of the NO2 group led to the aniline derivative, which was acylated. Attempted C-C coupling reactions to iodophenyl derivatives le and Se were unsuccessful. Selected verdazyl radicals were characterized by EPR and electronic absorption spectroscopy, and results were analyzed with the aid of DFT computational methods.
• Paramagnetic ionic liquid crystals: Ion conductive bent-core derivatives of stable radicals
  作者：Sylwia Ciastek-Iskrzycka、Jacek Szczytko、Hirosato Monobe、Damian Pociecha、Marcin Jasiński、Piotr Kaszyński

  DOI：10.1016/j.molliq.2021.116028

  日期：2021.9

  A series of bent-core paramagnetic ionic liquid crystals derived from stable radicals, 6-oxoverdazyl and 1,4-dihydrobenzo[e][1,2,4]triazin-4-yl, and containing the N-methylimidazolium group were prepared and their mesogenic, magnetic and ion conductive properties were investigated. The ion pairs form fluid smectic phases above 100 °C, in which ionic layers are separated by paramagnetic layers. Ion

  制备了一系列衍生自稳定自由基、6-氧代过哒嗪和 1,4-二氢苯并[ e ][1,2,4]三嗪-4-基并含有N-甲基咪唑鎓基团的弯曲核顺磁离子液晶，并研究了它们的介晶、磁性和离子导电性能。离子对在 100 °C 以上形成流体近晶相，其中离子层被顺磁层隔开。两种选定衍生物的离子电导率在 10 -5 –10 -8 S cm -1和活化能E a 的范围内约为 1.5 eV。原始固体样品的磁化率测量 (SQUID) 揭示了顺磁性层中类似液体的分子排列和弱反铁磁相互作用。