tetrapyridophenazine | 7777-50-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: tetrapyridophenazine
• 英文别名: 2,5,14,17,20,29-Hexazaheptacyclo[16.12.0.03,16.04,9.010,15.019,24.025,30]triaconta-1,3,5,7,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaene
• CAS: 7777-50-6
• 化学式: C₂₄H₁₂N₆
• 分子量: 384.399
• InChiKey: YSTRTVQEJSPIRZ-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C
• 沸点：
  752.0±55.0 °C(Predicted)
• 密度：
  1.516±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氯化钌 、 tetrapyridophenazine 以 乙二醇 为溶剂， 生成
  参考文献：
  名称：

  Bi- and tri-nuclear ruthenium(II) complexes containing tetrapyridophenazine as a rigid bridging ligand

  摘要：

  刚性芳香族双三齿桥配体四吡啶并[2,3-a:3′,2′-c:2″,3″-h:3″′,2″′-j]吩嗪(tpp)允许制备线性、稳定的钌 (II) 双核和三核配合物，表现出低能 Ru → tpp MLCT 吸收和混合价态下的强电子耦合。

  DOI：

  10.1039/a709013g
• 作为产物：
  描述：

  泛喹酮 在 sodium hydroxide 、 sodium tetrahydroborate 、 ammonium acetate 作用下， 生成 tetrapyridophenazine
  参考文献：
  名称：

  Facile Synthesis of Tetrapyrido[2,3-a:3',2'-c:2",3"-h:3'",2'"-j]phenazine

  摘要：

  标题化合物是一种潜在的过渡金属配体，由两个 4,7-菲罗啉-5,6-二酮分子在氨存在的还原条件下偶联制备而成。此外，还介绍了 4,7-菲罗啉-5,6-二酮的直接合成方法。

  DOI：

  10.1055/s-1997-956

文献信息

• A heteroleptic diradical Cr(<scp>iii</scp>) complex with extended spin delocalization and large intramolecular magnetic exchange
  作者：Xiaozhou Ma、Elizaveta A. Suturina、Mathieu Rouzières、Fabrice Wilhelm、Andrei Rogalev、Rodolphe Clérac、Pierre Dechambenoit

  DOI：10.1039/d0cc00548g

  日期：——

  Successive chemical reductions of the heteroleptic complex [(tpy)CrIII(tphz)]3+ (tpy = terpyridine; tphz = tetrapyridophenazine) give rise to the mono- and di-radical redox isomers, [(tpy)CrIII(tphz˙-)]2+ and [(tpy˙-)CrIII(tphz˙-)]+, respectively. As designed, the optimized overlap of the involved magnetic orbitals leads to extremely strong magnetic interactions between the S = 3/2 metal ion and S =

  连续化学还原杂配体[[（tpy）CrIII（tphz）] 3+（tpy =叔吡啶； tphz =四吡啶吩嗪）会产生单和双自由基氧化还原异构体，[（tpy）CrIII（tphz˙-）分别为] 2+和[（tpy˙-）CrIII（tphz˙-）] +。根据设计，所涉及的磁轨道的最佳重叠会导致S = 3/2金属离子与S = 1/2自由基自旋之间极强的磁相互作用，从而在以下位置提供良好隔离的ST = 1和ST = 1/2基态室内温度。
• Using Redox-Active π Bridging Ligand as a Control Switch of Intramolecular Magnetic Interactions
  作者：Xiaozhou Ma、Elizaveta A. Suturina、Mathieu Rouzières、Mikhail Platunov、Fabrice Wilhelm、Andrei Rogalev、Rodolphe Clérac、Pierre Dechambenoit

  DOI：10.1021/jacs.9b03044

  日期：2019.5.15

  terpyridine; tphz, tetrapyridophenazine) were tailored by changing the oxidation state of the pyrazine-based bridging ligand. While its neutral form mediates a weak antiferromagnetic (AF) coupling between the two S = 1 Ni(II), its reduced form, tphz•-, promotes a remarkably large ferromagnetic exchange of +214(5) K with Ni(II) spins. Reducing twice the bridging ligand affords weak Ni-Ni interactions, in marked

  双核配合物 [(tpy)Ni(tphz)Ni(tpy)] n+（n = 4、3 和 2；tpy，三联吡啶；tphz，四吡啶并吩嗪）中的分子内磁相互作用是通过改变吡嗪的氧化态来调整的——基于桥接配体。虽然它的中性形式介导了两个 S = 1 Ni(II) 之间的弱反铁磁 (AF) 耦合，但其还原形式 tphz•- 促进了 +214(5) K 与 Ni(II) 自旋的非常大的铁磁交换. 减少两倍的桥接配体提供弱的 Ni-Ni 相互作用，与 Co(II) 类似物形成鲜明对比。通过仔细检查所涉及的轨道，这些实验结果提供了对通过芳香桥配体控制磁性交换强度和符号的因素的清晰理解，
• A Redox-Active Bridging Ligand to Promote Spin Delocalization, High-Spin Complexes, and Magnetic Multi-Switchability
  作者：Xiaozhou Ma、Elizaveta A. Suturina、Siddhartha De、Philippe Négrier、Mathieu Rouzières、Rodolphe Clérac、Pierre Dechambenoit

  DOI：10.1002/anie.201803842

  日期：2018.6.25

  A dinuclear CoII complex, [Co2(tphz)(tpy)2]n+ (n=4, 3 or 2; tphz: tetrapyridophenazine; tpy: terpyridine), has been assembled using the redox‐active and strongly complexing tphz bridging ligand. The magnetic properties of this complex can be tuned from spin‐crossover with T1/2≈470 K for the pristine compound (n=4) to single‐molecule magnet with an ST=5/2 spin ground state when once reduced (n=3) to

  使用氧化还原活性和强络合的tphz桥接组装了双核Co II络合物[Co 2（tphz）（tpy）2 ] n +（n = 4、3或2； tphz：四吡啶吩嗪； tpy：特吡啶）配体。该复合物的磁特性可以从旋交叉带被调谐Ť 1/2 ≈470K为原始化合物（Ñ = 4）单分子磁体具有S Ť = 5/2的自旋态一次降低时（n = 3）两次还原后最终成为抗磁性物质（n= 2）。两次连续的和可逆的减少伴随着复合物中自旋离域的增加，即使在室温下，也显着促进了大的磁交换耦合和高自旋物种。
• One-Step Syntheses of Tetrapyrido[2,3-a:3',2'-c:2'',3''-h:3'', 2'' '-j] Phenazine and Dibenzo[a:c](Dipyrido[2,3-h:2',3'-j]) Phenazine
  作者：Gourdon, Andre

  DOI：10.1080/00397919708004166

  日期：1997.8

  The one-step syntheses of two fully aromatic planar bis-terdentate bridging ligands are described.
• Efficient Synthesis of 1,4,5,12-Tetraazatriphenylene and Derivatives
  作者：Chandima Abeywickrama、Arthur David Baker

  DOI：10.1021/jo0495283

  日期：2004.10.1

  Condensation of 5,6-diamino-4,7-phenanthroline with glyoxal provides 1,4,5,12-tetraazatriphenylene in quantitative yield. This procedure avoids the 50% loss of product inherent in previous methods. Derivatives were also prepared by using alpha-dicarbonyl compounds other than glyoxal. Additional derivatives were prepared from 1,4,5,12-tetraazatriphenylene-2,3-dicarbonitrile, produced by condensation of diaminomaleonitrile with 4,7-phenanthroline-5,6-dione.