Vibrational spectroscopy of lapachol, α- and β-lapachone: Theoretical and experimental elucidation of the Raman and infrared spectra

Abstract Raman and infrared spectroscopy were applied for the vibrational characterization of lapachol and its pyran derivatives, α-lapachone and β-lapachone. Experimental spectra of solid state samples were acquired between 4000 and 100 cm −1 in Raman experiments, and between 4000 and 600 cm −1 (mid-infrared) and 600–100 cm −1 (far-infrared) with FTIR spectroscopy, respectively. Full structure optimization and theoretical vibrational wavenumbers were calculated at the B3LYP/6-31 + + G(d,p) level. Detailed assignments of vibrational modes in an experimental and theoretical spectra were based on potential energy distribution analyses, using Veda 4.1 software. Clear differentiation between the three compounds was verified in the region between 1725 and 1525 cm −1 , in which the ν (C O) and ν (C C) modes of the quinone moiety were assigned.