N,N'-bis(3,5-dimethylpyridin-4-yl)-pyridine-2,6-dicarboxamide | 215361-23-2

• 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: N,N'-bis(3,5-dimethylpyridin-4-yl)-pyridine-2,6-dicarboxamide
• 英文别名: 2-N,6-N-bis(3,5-dimethylpyridin-4-yl)pyridine-2,6-dicarboxamide
• CAS: 215361-23-2
• 化学式: C₂₁H₂₁N₅O₂
• 分子量: 375.43
• InChiKey: YTTAGRBEYMVJOB-UHFFFAOYSA-N

物化性质

• 熔点：
  228-230 °C
• 沸点：
  471.913±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.286±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  四氧化锇 、 4,5-Di-n-butyl-5-decen 、 N,N'-bis(3,5-dimethylpyridin-4-yl)-pyridine-2,6-dicarboxamide 生成
  参考文献：
  名称：

  Neutral Macrocyclic Boxes Spontaneously Assembled from Osmium Tetraoxide, Olefin, and Pyridyl Ligand

  摘要：

  DOI：

  10.1021/ja982476c
• 作为产物：
  描述：

  2,6-氯甲酰吡啶 、 3,5-二甲基-4-氨基吡啶 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到N,N'-bis(3,5-dimethylpyridin-4-yl)-pyridine-2,6-dicarboxamide
  参考文献：
  名称：

  Assembly and Binding Properties of Osmate Ester-Bridged Binuclear Macrocycles

  摘要：

  Osmium (VI)-bridged macrocycles 1a-c, 2, and 3 assemble spontaneously when osmium tetraoxide, olefins, and L-shaped bispyridyl ligands are mixed in CHCl3. The macrocycles possess well-defined square or rectangular cavities enclosed by aryl walls and act as host molecules. Hydrogen-bond donors on the inner surface of the hosts offer binding sites to accepters of guests with complementary dimensions. The host la binds adipamide G2 (K-a = 3.6 x 10(4) M-1) and terephthalamide G6 (K-a = 2.0 x 10(4) M-1), while it binds negligibly (K-a < 10 M-1) benzamide G5, isophthalamide G9, or 1,4-naphthalenedicarboxamide G10. The larger hosts 2 and 3 bind the longer guests biphenyldicarboxamide G12 and terphenyldicarboxamide G17, respectively, but shorter guests such as adipamide G2 and terephthalamide G6 are not well-bound (K-a < 10 M-1). Hosts 1a-e with different remote substituents (H, OMe, NO2) but identical cavity size were prepared and their binding affinities were measured. The relative binding affinities of the hosts 1a-c to the keto amide G19, ester amide G20, and diester G21 are in the order of 1c (NO2) much greater than 1a (H) > 1b (OCH3). The substituent effects on the binding strength are interpreted in terms of the electron density at the pyridine nitrogen of the hosts and its effect on bifurcated hydrogen bonding.

  DOI：

  10.1021/jo9910841

文献信息

• Assembly and Binding Properties of Osmate Ester-Bridged Binuclear Macrocycles
  作者：Kyu-Sung Jeong、Young Lag Cho、Sung-Youn Chang、Tae-Yoon Park、Jung Uk Song

  DOI：10.1021/jo9910841

  日期：1999.12.1

  Osmium (VI)-bridged macrocycles 1a-c, 2, and 3 assemble spontaneously when osmium tetraoxide, olefins, and L-shaped bispyridyl ligands are mixed in CHCl3. The macrocycles possess well-defined square or rectangular cavities enclosed by aryl walls and act as host molecules. Hydrogen-bond donors on the inner surface of the hosts offer binding sites to accepters of guests with complementary dimensions. The host la binds adipamide G2 (K-a = 3.6 x 10(4) M-1) and terephthalamide G6 (K-a = 2.0 x 10(4) M-1), while it binds negligibly (K-a < 10 M-1) benzamide G5, isophthalamide G9, or 1,4-naphthalenedicarboxamide G10. The larger hosts 2 and 3 bind the longer guests biphenyldicarboxamide G12 and terphenyldicarboxamide G17, respectively, but shorter guests such as adipamide G2 and terephthalamide G6 are not well-bound (K-a < 10 M-1). Hosts 1a-e with different remote substituents (H, OMe, NO2) but identical cavity size were prepared and their binding affinities were measured. The relative binding affinities of the hosts 1a-c to the keto amide G19, ester amide G20, and diester G21 are in the order of 1c (NO2) much greater than 1a (H) > 1b (OCH3). The substituent effects on the binding strength are interpreted in terms of the electron density at the pyridine nitrogen of the hosts and its effect on bifurcated hydrogen bonding.
• Neutral Macrocyclic Boxes Spontaneously Assembled from Osmium Tetraoxide, Olefin, and Pyridyl Ligand
  作者：Kyu-Sung Jeong、Young Lag Cho、Jeong Uk Song、Hong-Young Chang、Moon-Gun Choi

  DOI：10.1021/ja982476c

  日期：1998.10.1