Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives |
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| Authors: | Anna Puckowska Magdalena Gawel Marlena Komorowska Pawel Drozdzal Aleksandra Arning Damian Pawelski Krzysztof Brzezinski Marta E. Plonska-Brzezinska |
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| Affiliation: | 1.Department of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok, Mickiewicza 2A, 15-222 Bialystok, Poland;2.Department of Structural Biology of Prokaryotic Organisms, Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-074 Poznan, Poland; (M.G.); (M.K.); (P.D.); (A.A.);3.Faculty of Chemistry, A. Mickiewicz University, Uniwersytetu Poznanskiego 8, 60-780 Poznan, Poland |
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| Abstract: | Derivatives based on pyridine-2-6- and furan-2,5-dicarboxamide scaffolds reveal numerous chemical properties and biological activities. This fact makes them an exciting research topic in supramolecular and coordination chemistry and in discovering new pharmacologically-active compounds. This work aimed to obtain a series of symmetrical pyridine-2-6- and furan-2,5-dicarboxamides through a condensation reaction of the appropriate acyl chlorides and aromatic amides. Successful syntheses were confirmed with NMR spectroscopy. We solved their crystal structures for seven compounds; two pyridine and five furan derivatives. Based on our crystallographic studies, we were able to indicate supramolecular features of the crystals under investigation. Additionally, Hirshfeld surface analysis allowed us to calculate a distribution of intermolecular contacts in the dicarboxamide crystals. |
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| Keywords: | heterocyclic compounds dicarboxamide crystallography molecular structure crystal packing Hirshfeld surface |
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