Infrared Spectra and Hydrogen Bonds of Biologically Active Benzaldehydes

• Published in: Journal of applied spectroscopy 2013-09, Vol.80 (4), p.510-517
• Main Authors: Tolstorozhev, G. B., Skornyakov, I. V., Belkov, M. V., Shimko, A. N., Shadyro, O. I., Brinkevich, S. D., Samovich, S. N.
• Format: Article
• Language: English
• Subjects: Aldehydes; Analytical Chemistry; Atomic/Molecular Structure and Spectra; Hydrogen; Hydrogen bonding; Physics; Physics and Astronomy
• ISSN: 0021-9037; 1573-8647
• DOI: 10.1007/s10812-013-9797-1

IR-Fourier spectra of solutions and crystals of biologically active benzaldehyde derivatives were studied. Specific features of the formation of intra- and intermolecular hydrogen bonds were analyzed. Spectral signatures that characterized participation of the hydroxyl OH group and also the OCH 3 and C=O groups in the formation of intramolecular hydrogen bonds of the three different types O–H···O–H, O–H···O–CH 3 , and O–H···O=C were revealed. Intramolecular hydrogen bonds of the types O–H···O–H and O–H···O–CH 3 were absent for benzaldehyde derivatives in the crystal phase. Only hydroxyl and carbonyl groups participated in intermolecular interactions. This resulted in the formation of linear intermolecular dimers. Seven various configurations of the linear dimers were identified in solutions and crystals.