2,6-bis(anilinothiocarbonyl)pyridine | 876861-94-8

• 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: 2,6-bis(anilinothiocarbonyl)pyridine
• 英文别名: (N²,N⁶-diphenyl)pyridine-2,6-bis(carbothioamide)；2-N,6-N-diphenylpyridine-2,6-dicarbothioamide
• CAS: 876861-94-8
• 化学式: C₁₉H₁₅N₃S₂
• 分子量: 349.48
• InChiKey: SCCJSZPJCPJMBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 2,6-bis(anilinothiocarbonyl)pyridine 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Thioamide Pincer Ligands with Charge Versatility

  摘要：

  This paper reports the synthesis and characterization of three complexes, two palladium and one platinum, with 2,6-bis-thioamido-phenyl and 2,6-bis-thioamido-pyridine ligands. The ligands show internal charge versatility by losing protons from a phenyl CH (I) or from amide NH's (II and III). The complexes were also examined as Heck catalysts, and the palladacycle, I, was found to be more effective compared to the others. The crystal structures of the complexes are also reported.

  DOI：

  10.1021/ic051775h
• 作为产物：
  描述：

  2,6-氯甲酰吡啶 在 劳森试剂 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.0h， 生成 2,6-bis(anilinothiocarbonyl)pyridine
  参考文献：
  名称：

  用于选择性act系元素（iii）/镧系元素（iii）分离的软供体二吡啶甲酰胺衍生物：S-与O-供体位点的作用†

  摘要：

  选择性的（III）与LN（III）结合和使用含c dipicolinamide类似物萃取ö与Ç S基团在溶液和气相进行了研究，并且通过DFT计算。结果表明复合物形成和提取为AM（更高的选择性III）与铕（III），用于较软dithioamide与二酰胺配位体，而在CH 3 CN二酰胺结合比更强烈的硫代酰胺几个LN（III） ，形成1：1复合物。

  DOI：

  10.1039/c8cc07683a

文献信息

• Molecular Thioamide ↔ Iminothiolate Switches for Sulfur Mustards
  作者：Qi-Qiang Wang、Rowshan Ara Begum、Victor W. Day、Kristin Bowman-James

  DOI：10.1021/ic202087u

  日期：2012.1.16

  SNS platinum(II) pincer complexes reversibly bind and release the surrogate half sulfur mustard, 2-chloroethyl ethyl sulfide (CEES). The switch-like behavior of the pincers is attributed to a reversible transformation between the thioamide and iminothiolate forms of the pincer skeleton under slightly acidic and basic conditions, respectively. An amide-based palladium(II) pincer complex also binds CEES, as confirmed crystallographically and by NMR.
• Deprotonation-Induced Structural Changes in SNS-Pincer Ruthenium Complexes with Secondary Thioamide Groups
  作者：Yoko Komiyama、Junpei Kuwabara、Takaki Kanbara

  DOI：10.1021/om400969p

  日期：2014.2.24

  The reaction of [Ru(CO)(2)Cl-2](n), with a SNS-pincer ligand ((SNS)-S-Ph center dot 2H) containing two secondary thioamide (-CSNH-) groups afforded a cationic Ru complex with a Cl- counteranion, [RuCl(CO)(2)((SNS)-S-Ph center dot 2H)]Cl. The stepwise deprotonation of the two secondary thioamide groups of the above complex afforded neutral mononuclear [RuCl(PhSNS center dot 1H)(CO)(2) and dinuclear [Ru((SNS)-S-Ph)-(CO)(2)](2) complexes, with the successive elimination of two HCl molecules. The SNS-pincer ligand functions as a mono- or dianionic ligand with iminothiolate groups after the successive deprotonation steps. The metal-bridging ability of the iminothiolate groups enables the formation of the dinuclear complexes. The IR spectra of the complexes show that the deprotonation of the ligand increases the electron density at the Ru center. The substituents on the secondary thioamide groups in the SNS-pincer ligand influence the deprotonation properties and redox potentials of the complexes; for example, a change in the substituents from a phenyl to a benzyl group decreased the deprotonation ability and oxidation potential of the Ru center.
• Soft-donor dipicolinamide derivatives for selective actinide(<scp>iii</scp>)/lanthanide(<scp>iii</scp>) separation: the role of S- <i>vs.</i> O-donor sites
  作者：Ingrid Lehman-Andino、Jing Su、Konstantinos E. Papathanasiou、Teresa M. Eaton、Jiwen Jian、David Dan、Thomas E. Albrecht-Schmitt、Christopher J. Dares、Enrique R. Batista、Ping Yang、John K. Gibson、Konstantinos Kavallieratos

  DOI：10.1039/c8cc07683a

  日期：——

  Selectivity for An(III) vs. Ln(III) binding and extraction using dipicolinamide analogs containing the CO vs. CS groups was investigated in solution and the gas-phase, and by DFT calculations. The results show higher selectivity for complex formation and extraction for Am(III) vs. Eu(III) for the softer dithioamide vs. the diamide ligand, while in CH3CN the diamide binds more strongly than the thioamide

  选择性的（III）与LN（III）结合和使用含c dipicolinamide类似物萃取ö与Ç S基团在溶液和气相进行了研究，并且通过DFT计算。结果表明复合物形成和提取为AM（更高的选择性III）与铕（III），用于较软dithioamide与二酰胺配位体，而在CH 3 CN二酰胺结合比更强烈的硫代酰胺几个LN（III） ，形成1：1复合物。
• Thioamide Pincer Ligands with Charge Versatility
  作者：Rowshan Ara Begum、Douglas Powell、Kristin Bowman-James

  DOI：10.1021/ic051775h

  日期：2006.2.1

  This paper reports the synthesis and characterization of three complexes, two palladium and one platinum, with 2,6-bis-thioamido-phenyl and 2,6-bis-thioamido-pyridine ligands. The ligands show internal charge versatility by losing protons from a phenyl CH (I) or from amide NH's (II and III). The complexes were also examined as Heck catalysts, and the palladacycle, I, was found to be more effective compared to the others. The crystal structures of the complexes are also reported.