(bis-N-(2,5-dimethoxyphenyl))pyridine-2,6-dicarboxamide

• 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: (bis-N-(2,5-dimethoxyphenyl))pyridine-2,6-dicarboxamide
• 英文别名: N,N'-bis(2,5-dimethoxyphenyl)pyridine-2,6-dicarboxamide；2-N,6-N-bis(2,5-dimethoxyphenyl)pyridine-2,6-dicarboxamide
• 化学式: C₂₃H₂₃N₃O₆
• mdl: MFCD03401957
• 分子量: 437.452
• InChiKey: CGPBWJGVRDCFSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (bis-N-(2,5-dimethoxyphenyl))pyridine-2,6-dicarboxamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 45.0h， 以82%的产率得到(bis-N-(2,5-dimethoxyphenyl))pyridine-2,6-dicarbothioamide
  参考文献：
  名称：

  新型取代的苯并噻唑基-N-苯基-2-吡啶碳硫酰胺的合成与结构；两种钯夹钳配合物的形成动力学和电化学

  摘要：

  双-N-（2,5-二甲氧基苯基）吡啶-2,6-二苯硫代酰胺（二苯硫代酰胺I）和6-（4,7-二甲氧基-2-苯并噻唑基）-N-（2,5-报道了二甲氧基苯基）-2-吡啶基碳硫磺酰胺（L 1）以及氯化钯（ii）和乙酸盐夹杂物的合成。对于在25℃的钯复合物的形成的稳定性常数被认为是（2.04±0.26）×10 4 分米3 摩尔-1和（2.30±0.19）×10 4 分米3 摩尔-1与Δ ˚F ħ  = 8± 1 kJ摩尔–1，Δ ˚F小号θ  = 108±10焦耳ķ -1 摩尔-1，Δ ˚F ħ  = 17±4千焦耳摩尔-1和Δ ˚F小号θ  = 140±20焦耳ķ -1 摩尔-1为的PdCl大号1和Pd （OAc）L 1。研究了钯（ii）配合物形成的动力学，并提出了该机理在性质上是缔合的（ΔH 1 ‡  = 34±2 kJ mol –1和ΔS 1 ‡  = –113±8 J K –1对于PdCl

  DOI：

  10.1071/ch14380

文献信息

• Assessment of two cobalt(II) complexes with pincer ligands for the electrocatalytic hydrogen evolution reaction. A comparison of the SNS vs ONS coordination
  作者：Mark A.W. Lawrence、Willem H. Mulder、Michael J. Celestine、Colin D. McMillen、Alvin A. Holder

  DOI：10.1016/j.ica.2020.119497

  日期：2020.6

  Bis-N-(2,5-dimethoxyphenyl)pyridine-2,6-dicarbothioamide (pdcta) and N-(2,5- dimethoxypheny1)-6-1(2,5-dimethoxyphenyecarbamothioyllpyridine-2-carboxamide (pcta) were synthesized from a one pot mixture as pincer ligands. Crystals of pcta, grown from CDCl3 were structurally characterized, and found to crystallize in the space group P2(1)/c. The Co(II) complexes [Co(II)((kappa(3)-SNS-pdcta)(CH3CO2 )(H2O)] (1) and [Co(II)(kappa(3)-ONS-pcta) (CH3CO2 )(H2O)]center dot H2O (2) were prepared from the reaction of pdcta and pcta and Co(CH3CO2)(2)center dot H2O in ethanol at reflux under argon atmosphere. The identities of 1 and 2 were confirmed from their elemental analyses, ESI MS and a series of spectroscopic measurements. Both complexes displayed electrocatalytic hydrogen evolution with p-toluene sulfonic acid monohydrate in the presence and absence of bpy or PPh3 co-ligands. The hydrogen evolution occurred at moderate overpotentials (605-780) mV, with 1 giving better Faradaic efficiencies than 2 under all the conditions explored herein. Thermodynamic estimates, based on the reduction potentials, suggest that the homolytic pathway for the production of hydrogen from the Co-III-hydride species generated in the presence of the proton source, is more favourable than the heterolytic pathway in CH3CN.