spectroscopic (ft-ir, ft-raman, 1h and 13c nmr) and theoretical studies of p-coumaric acid and alkali metal p-coumarates光谱(红外ft-raman 1 h和13 c nmr)和理论研究p-coumaric金属p-coumarates酸和碱.pdfVIP

Spectroscopy 27 (2012) 35–48 35 DOI 10.3233/SPE-2012-0568 IOS Press Spectroscopic (FT-IR, FT-Raman, 1H and 13C NMR) and theoretical studies of p-coumaric acid and alkali metal p-coumarates ´ Renata Swisłocka, Małgorzata Kowczyk-Sadowy, Monika Kalinowska and Włodzimierz Lewandowski ∗ Division of Chemistry, Bialystok University of Technology, Bialystok, Poland Abstract. The evaluation of the electronic charge distribution in metal complexes enables more precise interpretation of mecha- nism by which particular metal ions affect biochemical properties of ligands [J. Inorg. Biochem. 99 (2005), 1407–1423, J. Mol. Struct. 919 (2009), 284–289]. In this paper we investigated the influence of alkali metal cations (lithium, sodium, potassium, rubidium and cesium) on the electronic structure of p-coumaric acid (p-CA). It allowed to observe the systematic changes in the spectra of investigated complexes depending on the position of the element in the periodic table. p-Coumaric acid is a derivative of cinnamic acid that occurs in several plant species. Li, Na, K, Rb and Cs p-coumarates were synthesized and the experimental and theoretical FT-IR, FT-Raman, 1H and 13C NMR spectra of p-coumaric acid and its salts were registered and analyzed. The structures, atomic charges, infrared and NMR spectra of p-coumaric acid and Li, Na, K salts were calculated by B3LYP/6-311++G∗∗ method. Keywords: p-Coumaric acid, alkali metal p-coumarates, IR, Raman, NMR spectra 1. Introduction Phenolic acids are compounds, which vary in their chemical structure and properties. p-Coumaric acid (3-hydroxycinnamic acid) is a natural phenolic acid existing in grapes and wine. In plants p-coumaric acid was found mainly in bound form, as a component of lignins and tannins in the form of esters and gly- cosides. In nature, cinnamic acid derivatives are important metabolic buildin