2,6-bis(6-phenyl-1,2,4-triazin-3-yl)pyridine | 848566-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2,6-bis(6-phenyl-1,2,4-triazin-3-yl)pyridine
• 英文别名: PhBTP；6-phenyl-3-[6-(6-phenyl-1,2,4-triazin-3-yl)pyridin-2-yl]-1,2,4-triazine
• CAS: 848566-43-8
• 化学式: C₂₃H₁₅N₇
• 分子量: 389.419
• InChiKey: VEIZQYZEIAYTHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,6-bis(6-phenyl-1,2,4-triazin-3-yl)pyridine 在 氯磺酸 作用下， 生成
  参考文献：
  名称：

  Hydrophilic sulfonated bis-1,2,4-triazine ligands are highly effective reagents for separating actinides(iii) from lanthanides(iii) via selective formation of aqueous actinide complexes

  摘要：

  Tetrasulfonated bis-1,2,4-triazine 配体可以在水合硝酸中高选择性地络合和分离锕系元素和镧系元素，具有非常高的选择性。

  DOI：

  10.1039/c5sc01328c
• 作为产物：
  描述：

  2,6-吡啶二甲醇 在 selenium(IV) oxide 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 30.0h， 生成 2,6-bis(6-phenyl-1,2,4-triazin-3-yl)pyridine
  参考文献：
  名称：

  Regioselective Synthesis of V-Shaped Bistriazinyl-phenanthrolines

  摘要：

  A new, regioselective synthesis of V-shaped 2,9-bis(6-(4-halophenyl)-1,2,4-triazin-3-yl)-1,10-phenanthrolines (4XPhBTPhen) ligands was developed, creating access to a simple and reliable synthesis of precursors for future supramolecular actinide complexing systems. Described is a reactant-directed regioselective synthetic method, which was found to be high yielding and reliable and yields exclusively 6,6'-phenyl BTPhen derivatives (including 4-chloro and 4-bromo) in five simple steps. Molecular and crystal structures of PhBTP and PhBTPhen products are fully determined and both were found to be in space group C2/c. Additionally, molecular and crystal structures of Z and E isomers of 2-hydrazono-2-phenylacetaldehyde oxime, a reagent in the synthetic route, reveal existence of strong intramolecular N-H center dot center dot center dot O hydrogen bonding in the Z isomer explaining its lower solubility in water.

  DOI：

  10.1021/acs.joc.5b01380

文献信息

• An efficient route to 5,5″-diaryl-2,2′:6′,2″-terpyridines through 2,6-bis(1,2,4-triazin-3-yl)pyridines
  作者：Valery N. Kozhevnikov、Dmitry N. Kozhevnikov、Olga V. Shabunina、Vladimir L. Rusinov、Oleg N. Chupakhin

  DOI：10.1016/j.tetlet.2005.01.020

  日期：2005.2

  A new route to substituted 2,2′:6′,2″-terpyridines based on a new method for the synthesis of substituted 2,6-bis(1,2,4-triazin-3-yl)pyridines and their inverse electron demand Diels–Alder reaction is shown to be an efficient strategy for the synthesis of structurally diverse terpyridine ligands.

  基于合成取代的2,6-双（1,2,4-三嗪-3-基）吡啶及其逆电子的新方法的取代2,2'：6'，2''-吡啶的新途径需求Diels–Alder反应被证明是合成结构多样的吡啶吡啶配体的有效策略。
• An efficient synthetic approach to 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines
  作者：Dmitry S. Kopchuk、Nikolay V. Chepchugov、Grigory A. Kim、Grigory V. Zyryanov、Igor S. Kovalev、Vladimir L. Rusinov、Oleg N. Chupakhin

  DOI：10.1016/j.tetlet.2015.12.006

  日期：2016.1

  An efficient synthetic approach is proposed to construct 4',5,5 ''-triaryl-2,2':6',2 ''-terpyridines using two methods of pyridine ring construction, that is, the Weiss method and the '1,2,4-triazine' methodology. Due to the use of '1,2,4-triazine' methodology in the last step, aza-analogues of terpyridines as well as cycloalkane-annulated terpyridines have been synthesized which are inaccessible by other reported methods. The presented approach involves the use of readily available reagents and simple procedures. (C) 2015 Elsevier Ltd. All rights reserved.