NMR study of new oxa-coronands with multiple binding sites
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ZBANCIOC, Gheorghita N., MOLDOVEANU, Costel, ANTOCI, Vasilichia, MANGALAGIU, Ionel. NMR study of new oxa-coronands with multiple binding sites. In: Physical Methods in Coordination and Supramolecular Chemistry, 24-26 octombrie 2012, Chişinău. Chisinau, Republic of Moldova: 2012, XVII, p. 154.
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Physical Methods in Coordination and Supramolecular Chemistry
XVII, 2012
Conferința ""Physical Methods in Coordination and Supramolecular Chemistry""
Chişinău, Moldova, 24-26 octombrie 2012

NMR study of new oxa-coronands with multiple binding sites

Pag. 154-154

Zbancioc Gheorghita N., Moldoveanu Costel, Antoci Vasilichia, Mangalagiu Ionel
Alexandru Ioan Cuza University of Iaşi
Disponibil în IBN: 28 mai 2020


Supramolecular chemistry [1,2], a branch of modern chemistry, designs chemical compounds with pre-established structures and properties, which are then realized through detailed synthesis in order to establish fundamental knowledge and to develop useful applications by means of unconventional technologies. Coronands [3,4] are targets of interest in supramolecular chemistry, being used as host molecules for cations, anions and organic molecules. They can form complexes with amino acids and various ions, and have potential applications in catalysis and as biologically active compounds. The syntheses of oxaazacoronands based ligands occur were carried out under conventional conditions: with stirring at room temperature and atmospheric pressure. Thus a-chloro-3,4- dihydroxyacetophenone 1 was treated with 1,3-phthaloyldichloride 2a, or 1,4-phthaloyl dichloride 2b, respectively, to give the desired symmetric 18- and 20-membered ring coronands 3a and 3b (Scheme 1). Unexpectedly, for 1,2-phthaloyl dichloride 4 the formation of the nonsymmetric 8-membered ring macrocycle 5 was observed when carried out under identical conditions (Scheme 2).schemeScheme 1. Synthesis of coronands 3a and 3bschemeScheme 2. Reaction pathway between a-chloro-3,4-dihydroxyacetophenone with 1,2- phthaloyl dichloride. For the elucidation of the new compounds structure we were used elemental (C, H, N) and spectral analysis (IR, NMR). For more accurately proton and carbon assignment in NMR spectra we used a number of 1D and 2D experiments: 1H, 13C, DEPT, 2DCOSY, HMQC and HMBC. All the elemental and spectral data are in accordance with the proposed structure.