2,8,13,19-Tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene | 255883-40-0

• 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: 2,8,13,19-Tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene
• 英文别名: 2,8,13,19-tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene
• CAS: 255883-40-0
• 化学式: C₅₂H₄₄N₄O₄
• 分子量: 788.946
• InChiKey: WAUHXNBWCFWAEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  60
• 可旋转键数：
  8
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,8,13,19-Tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Tetraazacyclophanes by Palladium-Catalyzed Aromatic Amination. Geometrically Defined, Stable, High-Spin Diradicals

  摘要：

  [GRAPHICS]Neutral tetraazacyclophanes were prepared in a one-step palladium-catalyzed amination reaction, Simple oxidation of these materials creates dication diradicals that are stable at room temperature and that are geometrically well defined. The electronic and magnetic properties of the dications were investigated by CV, UV-vis, and EPR spectroscopy. These spectral data and solution phase magnetic susceptibility measurements indicate high spin ground states in certain media. EPR zero field splitting parameters for the diradical suggest that the distance between the two radical sites can be approximated simply by the distance between alternating nitrogens in the macrocycle.

  DOI：

  10.1021/ol9912276
• 作为产物：
  描述：

  N,N'-di(4-methoxyphenyl)-1,3-phenylenediamine 在 palladium diacetate 、 bis(diphenylphosphinyl)ferrocene 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 77.5h， 生成 2,8,13,19-Tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene
  参考文献：
  名称：

  Tetraazacyclophanes by Palladium-Catalyzed Aromatic Amination. Geometrically Defined, Stable, High-Spin Diradicals

  摘要：

  [GRAPHICS]Neutral tetraazacyclophanes were prepared in a one-step palladium-catalyzed amination reaction, Simple oxidation of these materials creates dication diradicals that are stable at room temperature and that are geometrically well defined. The electronic and magnetic properties of the dications were investigated by CV, UV-vis, and EPR spectroscopy. These spectral data and solution phase magnetic susceptibility measurements indicate high spin ground states in certain media. EPR zero field splitting parameters for the diradical suggest that the distance between the two radical sites can be approximated simply by the distance between alternating nitrogens in the macrocycle.

  DOI：

  10.1021/ol9912276

文献信息

• Polaron Delocalization in Ladder Macromolecular Systems
  作者：X. Z. Yan、J. Pawlas、T. Goodson、J. F. Hartwig

  DOI：10.1021/ja050184n

  日期：2005.6.1

  extensive research that is motivated, in part, by the potential to create optical and electronic devices. We have shown that palladium-catalyzed amination can assemble triarylamine ladder materials with extended structures. Two ladder macromolecules have been prepared in high yields by a series of twelve or sixteen C-N coupling reactions. Studies of the electronic and optical properties of neutral and

  具有共轭结构单元的有机大分子一直是广泛研究的焦点，部分原因是创造光学和电子设备的潜力。我们已经证明钯催化的胺化可以组装具有扩展结构的三芳胺梯形材料。已经通过一系列 12 或 16 个 CN 偶联反应以高产率制备了两个梯形大分子。对梯形结构的中性和氧化形式的电子和光学性质进行了研究。梯形系统的光学和电子特性与线性四苯基对苯二胺以及四对茴香基对四氮杂环烷的光学和电子特性进行了比较。梯形系统的电化学由具有相对较低第一氧化电位的多波伏安图组成。梯形系统的电子顺磁共振波谱表明存在大量离域极化子。化学氧化梯的线性吸收测量揭示了极化子和间隔吸收带。还进行了稳态和时间分辨荧光测量，以表征这些新系统中的动力学。
• Tetraaza[1.1.1.1]<i>m</i>,<i>p</i>,<i>m</i>,<i>p</i>-cyclophane Diradical Dications Revisited: Tuning Spin States by Confronted Arenes
  作者：Ryohei Kurata、Daisuke Sakamaki、Akihiro Ito

  DOI：10.1021/acs.orglett.7b01229

  日期：2017.6.16

  Diradical dications of two kinds of alternate-meta pars-linked tetraatacyClophanes:in which p-phyenylene-(1);and 2,10-arithracenylene (2a) moieties,are embedded in their macrodyclic backbones were suecessfully isolated as air-stable salts. The Structures Of I2+ and 2a(2+) were elucidated by X-ray Analysis, and significantly different types of structural deformation led to different spin. density distributions due to the steric demand of the confronted arene,moieties. The singlet triplet energy gaps were determined to be +0.3 kcal mol(-1) (+151 K) and 1.0: kcal mol(-1) (-503 K) by SQUID measurements, indicatirig the triplet ground state for I2+ and the singlet ground. state for 2a(2+).