Pyridine-2,6-dicarboxylic acid bis-[(4-ethynyl-2,6-diisopropyl-phenyl)-amide] | 851072-99-6

• 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: Pyridine-2,6-dicarboxylic acid bis-[(4-ethynyl-2,6-diisopropyl-phenyl)-amide]
• 英文别名: 2-N,6-N-bis[4-ethynyl-2,6-di(propan-2-yl)phenyl]pyridine-2,6-dicarboxamide
• CAS: 851072-99-6
• 化学式: C₃₅H₃₉N₃O₂
• 分子量: 533.714
• InChiKey: ZPCFXEUTKOJLAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pyridine-2,6-dicarboxylic acid bis-[(4-ethynyl-2,6-diisopropyl-phenyl)-amide] 、 N-(4-iodo-2,6-diisopropylphenyl)-N-(3,5-dimethylpyridin-4-yl)pyridine-2,6-dicarboxamide 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到
  参考文献：
  名称：

  Self-assembly and characterization of a giant metallocycle

  摘要：

  A giant, 100-membered metallocycle 3 was prepared via coordination bond-based self-assembly from W-shaped ligand 9 and a palladium complex. Metallocycle 3 may create three topologically discrete subcavities, thus capable of binding up to three molecules of a diamide guest by hydrogen-bonding interactions. Elemental analysis, H-1 NMR, and the ESI-mass spectra, and vapor pressure osmometry (VPO) data were all consistent with the structure of 3. N,N,N',N'-tetramethylterephthalamide G was used as a guest for the binding study, and ESI-mass spectrum clearly displayed a characteristic, intense peak at m/z 1542 (41%), attributed to the fragment [3-G(3)-3CF(3)SO(3)](3+) of 1:3 (host/guest) complex. The 1H NMR titration experiments gave association constants of 2300 +/- 300 and 1200 +/- 200 M-1 in CDCl3 at 25 degrees C for two identical outer cavities, with weak positive cooperativity (Hill coefficient h = 1.3). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.048
• 作为产物：
  描述：

  4-iodo-2,6-diisopropylaniline 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 四丁基氟化铵 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Pyridine-2,6-dicarboxylic acid bis-[(4-ethynyl-2,6-diisopropyl-phenyl)-amide]
  参考文献：
  名称：

  Self-assembly and characterization of a giant metallocycle

  摘要：

  A giant, 100-membered metallocycle 3 was prepared via coordination bond-based self-assembly from W-shaped ligand 9 and a palladium complex. Metallocycle 3 may create three topologically discrete subcavities, thus capable of binding up to three molecules of a diamide guest by hydrogen-bonding interactions. Elemental analysis, H-1 NMR, and the ESI-mass spectra, and vapor pressure osmometry (VPO) data were all consistent with the structure of 3. N,N,N',N'-tetramethylterephthalamide G was used as a guest for the binding study, and ESI-mass spectrum clearly displayed a characteristic, intense peak at m/z 1542 (41%), attributed to the fragment [3-G(3)-3CF(3)SO(3)](3+) of 1:3 (host/guest) complex. The 1H NMR titration experiments gave association constants of 2300 +/- 300 and 1200 +/- 200 M-1 in CDCl3 at 25 degrees C for two identical outer cavities, with weak positive cooperativity (Hill coefficient h = 1.3). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.048