3-吡啶基烟酰胺

化合物

3-吡啶基烟酰胺3-pna)是一种双足的双吡啶有机配体,可由烟酰氯3-氨基吡啶的反应制备。[1]其吡啶环上的氮原子,如其异构体4-吡啶基烟酰胺上的,可以将其孤对电子配位至金属阳离子,允许其桥接金属中心并作为配位聚合物中的双齿配体。[2][3][4][5][6]它可用于合成具有潜在应用可能的气体吸附性能的聚合物[2][3]

3-吡啶基烟酰胺
IUPAC名
N-pyridin-3-ylpyridine-3-carboxamide
别名 3-pna
N-(3-吡啶基)烟酰胺
识别
CAS号 13160-06-0  checkY
ChemSpider 175548
SMILES
 
  • O=C(Nc1cccnc1)c2cccnc2
性质
化学式 C11H9N3O
摩尔质量 199.20 g/mol g·mol⁻¹
密度 1.287 g/cm3
沸点 286.08 °C(559 K)
结构
偶极矩 0 D
相关物质
相关化学品 N-2-吡啶基-2-吡啶硫代甲酰胺
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Zheng, X.; Salgia, S. R.; Thompson, W. B.; Dillingham, E. O.; Bond, S. E.; Feng, Z.; Prasad, K. R.; Gollamudi, R. Design and Synthesis of Piperidine-3-carboxamides as Human Platelet Aggregation Inhibitors. Journal of Medicinal Chemistry. 1995, 38 (1): 180–188. PMID 7837229. doi:10.1021/jm00001a023. 
  2. ^ 2.0 2.1 Uemura, K.; Kitagawa, S.; Fukui, K. I.; Saito, K. A Contrivance for a Dynamic Porous Framework: Cooperative Guest Adsorption Based on Square Grids Connected by Amide−Amide Hydrogen Bonds. Journal of the American Chemical Society. 2004, 126 (12): 3817–3828. PMID 15038736. doi:10.1021/ja039914m. 
  3. ^ 3.0 3.1 Uemura, K.; Kitagawa, S.; Kondo, M.; Fukui, K. I.; Kitaura, R.; Chang, H. C.; Mizutani, T. Novel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydrogen-Bond Pairs of Amide Groups. Chemistry: A European Journal. 2002, 8 (16): 3586. doi:10.1002/1521-3765(20020816)8:16<3586::AID-CHEM3586>3.0.CO;2-K. 
  4. ^ Kumar, D. K.; Das, A.; Dastidar, P. Supramolecular structural diversities in the metal?organic frameworks derived from pyridylamide ligands: Studying the effects of ligating topologies, hydrogen bonding backbone of the ligands and counter anions. CrystEngComm. 2007, 9 (7): 548. doi:10.1039/B701782K. 
  5. ^ Banerjee, S.; Adarsh, N. N.; Dastidar, P. Selective Separation of the Sulfate Anion by in Situ Crystallization of CdII Coordination Compounds Derived from Bis(pyridyl) Ligands Equipped with a Urea/Amide Hydrogen-Bonding Backbone. European Journal of Inorganic Chemistry. 2010, 2010 (24): 3770. doi:10.1002/ejic.201000359. 
  6. ^ Kumar, D. K.; Das, A.; Dastidar, P. Conformation dependent network structures in the coordination polymers derived from pyridylisonicotinamides, carboxylates and Co(ii): Entrapment of (H2O)14 water cluster of an unprecedented topology. CrystEngComm (Royal Society of Chemistry). 2007, 9 (10): 895. doi:10.1039/B705851A.