6,6'-(2,2'-bipyridine-6,6'-diyl)bis(1,3,5-triazine-2,4-diamine) | 1268344-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,6'-(2,2'-bipyridine-6,6'-diyl)bis(1,3,5-triazine-2,4-diamine)
• 英文别名: 6-[6-[6-(4,6-Diamino-1,3,5-triazin-2-yl)pyridin-2-yl]pyridin-2-yl]-1,3,5-triazine-2,4-diamine
• CAS: 1268344-22-4
• 化学式: C₁₆H₁₄N₁₂
• 分子量: 374.368
• InChiKey: XDNNFXPCILSCOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  207
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  nickel(II) nitrate hexahydrate 、 6,6'-(2,2'-bipyridine-6,6'-diyl)bis(1,3,5-triazine-2,4-diamine) 以 甲醇 为溶剂， 反应 12.0h， 以71%的产率得到[6,6'-(2,2'-bipyridine-6,6'-diyl)bis(1,3,5-triazine-2,4-diamine)](nitrato-O)nickel(II)
  参考文献：
  名称：

  模拟 2,2':6',2'':6'',2'''-四吡啶配合物用于光驱动的析氢反应：合成、结构、热和物理化学表征†

  摘要：

  与四吡啶 (qtpy) 配合物相关的合成困难限制了它们在形成各种金属超分子结构中的应用，尽管它们具有不同的结构和物理化学性质。为合成功能化 qtpy 模拟物提供了一种新的简便合成途径，我们在此报告了三种新型 -NH 2功能化 qtpy 样配合物12-14的合成，通式为 M(C 16 H 14 N 12 )(NO 3 ) 2 (M = Co( II ), Ni( II ) 和 Cu( II ))) 高产率和纯度。已经通过单晶 X 射线衍射 (SCXRD)、热重分析、UV-Vis、红外、质谱和循环伏安法对这些配合物进行了表征。如 SCXRD 所示，在所有合成的配合物中，金属离子显示出强烈扭曲的八面体配位几何结构和典型的包含 DAT 基团的氢键网络。此外，配合物12-14已被分析为具有良好周转数 (TON) 的析氢反应 (HER) 的潜在光催化剂。由这些光催化剂产生的氢气可以作为化石燃料的可能替代品。据我们所知，这是唯一展示-NH

  DOI：

  10.1039/c9ra04303a
• 作为产物：
  描述：

  6,6'-二氰基-2,2'-联吡啶 、 二聚氰胺 在 potassium hydroxide 作用下， 以 甲乙醚 为溶剂， 反应 12.0h， 以90%的产率得到6,6'-(2,2'-bipyridine-6,6'-diyl)bis(1,3,5-triazine-2,4-diamine)
  参考文献：
  名称：

  Syntheses and Structures of Isomeric Diaminotriazinyl-Substituted 2,2′-Bipyridines and 1,10-Phenanthrolines

  摘要：

  Isomeric 2,2'-bipyridines 4a-6a and 1,10-phenanthrolines 7a-9a with two diaminotriazinyl (DAT) substituents were synthesized to explore their dual ability to direct association by the chelation of metals and the characteristic hydrogen bonding of DAT groups. Crystals of compounds 4a-6a and 7a-9a were grown under diverse conditions, and their structures were solved by X-ray crystallography. Analysis revealed multiple shared features analogous to those observed in the structures of simpler DAT-substituted pyridines 1-3. For example, the bipyridines and phenanthrolines favor flattened conformations except in the cases of compounds 8a and 9a, where the patterns of substitution prevent the DAT groups from lying in the plane of the phenanthroline core. As expected, the DAT groups form approximately coplanar hydrogen bonds according to standard motifs I-III, which play a key role in directing molecular organization. However, the structures of simple pyridines 1-3, which favor efficiently packed chains and sheets, differ predictably from those of bipyridines 4a-6a and phenanthrolines 7a-9a in two ways: (1) The larger number of DAT groups in compounds 4a-9a typically leads to complex three-dimensional networks held together by a larger number of hydrogen bonds per molecule, and (2) the need to respect multiple directional interactions prevents compounds 4a-9a from forming closely packed structures, and significant quantities of guests are included. Together, these observations confirm the effectiveness of incorporating special groups such as DAT within more complex molecular structures to control association according to reliable patterns. Bipyridines 4a-6a and phenanthrolines 7a-9a promise to be particularly rich sources of new supramolecular chemistry because they have well-defined molecular topologies and a dual ability to direct association by chelating metals and by engaging in multiple hydrogen bonds according to reliable patterns.

  DOI：

  10.1021/jo102191n

文献信息

• Syntheses and Structures of Isomeric Diaminotriazinyl-Substituted 2,2′-Bipyridines and 1,10-Phenanthrolines
  作者：Adam Duong、Thierry Maris、Olivier Lebel、James D. Wuest

  DOI：10.1021/jo102191n

  日期：2011.3.4

  Isomeric 2,2'-bipyridines 4a-6a and 1,10-phenanthrolines 7a-9a with two diaminotriazinyl (DAT) substituents were synthesized to explore their dual ability to direct association by the chelation of metals and the characteristic hydrogen bonding of DAT groups. Crystals of compounds 4a-6a and 7a-9a were grown under diverse conditions, and their structures were solved by X-ray crystallography. Analysis revealed multiple shared features analogous to those observed in the structures of simpler DAT-substituted pyridines 1-3. For example, the bipyridines and phenanthrolines favor flattened conformations except in the cases of compounds 8a and 9a, where the patterns of substitution prevent the DAT groups from lying in the plane of the phenanthroline core. As expected, the DAT groups form approximately coplanar hydrogen bonds according to standard motifs I-III, which play a key role in directing molecular organization. However, the structures of simple pyridines 1-3, which favor efficiently packed chains and sheets, differ predictably from those of bipyridines 4a-6a and phenanthrolines 7a-9a in two ways: (1) The larger number of DAT groups in compounds 4a-9a typically leads to complex three-dimensional networks held together by a larger number of hydrogen bonds per molecule, and (2) the need to respect multiple directional interactions prevents compounds 4a-9a from forming closely packed structures, and significant quantities of guests are included. Together, these observations confirm the effectiveness of incorporating special groups such as DAT within more complex molecular structures to control association according to reliable patterns. Bipyridines 4a-6a and phenanthrolines 7a-9a promise to be particularly rich sources of new supramolecular chemistry because they have well-defined molecular topologies and a dual ability to direct association by chelating metals and by engaging in multiple hydrogen bonds according to reliable patterns.
• Mimicking 2,2′:6′,2′′:6′′,2′′′-quaterpyridine complexes for the light-driven hydrogen evolution reaction: synthesis, structural, thermal and physicochemical characterizations
  作者：Sanil Rajak、Olivier Schott、Prabhjyot Kaur、Thierry Maris、Garry S. Hanan、Adam Duong

  DOI：10.1039/c9ra04303a

  日期：——

  (qtpy) complexes have limited their use in the formation of various metallosupramolecular architectures in spite of their diverse structural and physicochemical properties. Providing a new facile synthetic route to the synthesis of functionalised qtpy mimics, we herein report the synthesis of three novel –NH2 functionalized qtpy-like complexes 12–14 with the general formula M(C16H14N12)(NO3)2 (M = Co(II)

  与四吡啶 (qtpy) 配合物相关的合成困难限制了它们在形成各种金属超分子结构中的应用，尽管它们具有不同的结构和物理化学性质。为合成功能化 qtpy 模拟物提供了一种新的简便合成途径，我们在此报告了三种新型 -NH 2功能化 qtpy 样配合物12-14的合成，通式为 M(C 16 H 14 N 12 )(NO 3 ) 2 (M = Co( II ), Ni( II ) 和 Cu( II ))) 高产率和纯度。已经通过单晶 X 射线衍射 (SCXRD)、热重分析、UV-Vis、红外、质谱和循环伏安法对这些配合物进行了表征。如 SCXRD 所示，在所有合成的配合物中，金属离子显示出强烈扭曲的八面体配位几何结构和典型的包含 DAT 基团的氢键网络。此外，配合物12-14已被分析为具有良好周转数 (TON) 的析氢反应 (HER) 的潜在光催化剂。由这些光催化剂产生的氢气可以作为化石燃料的可能替代品。据我们所知，这是唯一展示-NH