2,8,13,19-Tetrakis(4-methylphenyl)-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 | 255883-38-6

• 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-methylphenyl)-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-methylphenyl)-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: 255883-38-6
• 化学式: C₅₂H₄₄N₄
• 分子量: 724.948
• InChiKey: VVXJVRKWRZTDNV-UHFFFAOYSA-N

物化性质

• 熔点：
  340 °C
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  56
• 可旋转键数：
  4
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  19.7
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,8,13,19-Tetrakis(4-methylphenyl)-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：

  1,3-二溴苯 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 63.0h， 生成 2,8,13,19-Tetrakis(4-methylphenyl)-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

• <i>S</i> = 1 Tetraazacyclophane Diradical Dication with Robust Stability: A Case of Low-Temperature One-Dimensional Antiferromagnetic Chain
  作者：Wenqing Wang、Chao Chen、Chan Shu、Suchada Rajca、Xinping Wang、Andrzej Rajca

  DOI：10.1021/jacs.8b02415

  日期：2018.6.27

  best modeled by 1D spin S = 1 Heisenberg chain with intrachain antiferromagnetic coupling of J'/ k = -5.4 K, which is associated with the interaryl C···C contacts, including π-π interactions. Zero-field splitting value, | D/ hc| ≈ 5.6 × 10-3 cm-1, for 12·2+ is rather small; thus, the 1D chains are characterized by the high degree of isotropicity | D/2 J'| ≈ 7.5 × 10-4. The diradical dication salt possesses

  具有低局部磁各向异性的有机自由基的一维（1D）自旋1（S = 1）链可以更好地理解低维磁性。我们报告了固态研究，包括单晶 X 射线晶体学，空气稳定的四氮杂环芳双自由基双基盐 12·2+·2[Al(OC(CF3)2CH3)4]-具有三重基态 (Δ EST ≈ 0.5 kcal mol-1)。低温下 12·2+ 的磁性行为最好通过一维自旋 S = 1 海森堡链进行建模，链内反铁磁耦合 J'/ k = -5.4 K，与芳基间 C···C 接触相关，包括π-π 相互作用。零场分裂值，| D/hc| ≈ 5.6 × 10-3 cm-1，对于 12·2+ 来说相当小；因此，一维链的特点是高度各向同性 | D/2 J'| ≈ 7.5 × 10-4。