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Intramolecular hydrogen bonds in 3-diethylaminomethyl-5-R-salicylic aldehydes
Authors:A Szady-Che mieniecka  Z Rozwadowski  T Dziembowska  E Grech  G Wojciechowski  B Brzezinski
Institution:A. Szady-CheImage mieniecka, Z. Rozwadowski, T. Dziembowska, E. Grech, G. Wojciechowski,B. Brzezinski,
Abstract:Two 3-diethylaminomethyl-5-R-salicylic aldehydes were obtained and studied in chloroform solutions by FTIR and NMR spectroscopy. The existence of an equilibrium between the structures with OHcdots, three dots, centeredO=C and Ncdots, three dots, centeredHO intramolecular hydrogen bonds was suggested. In the case of compound 1 (R=OCH3) the OHcdots, three dots, centeredO=C intramolecular hydrogen bond was more favorable whereas in the case of compound 2 (R=Br) the structure with the OHcdots, three dots, centeredN intramolecular hydrogen bond was predominant.
Keywords:Intramolecular hydrogen bonds  Proton transfer  1H and 13C NMR  FTIR spectroscopy  Mannich base  Salicylic aldehyde
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