ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Infrared Spectra of Substituted Chalcones and Some of Their Ferrocene Analogues

A. Perjéssy

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, Bratislava 1

Abstract: The infrared spectra of substituted chalcones and some of their ferrocene analogues were measured in the region of fundamental and first overtone C = 0 stretching bands. The formation of hydrogen bonds between the substituted chalcones and phenol was examined in the O—H stretching region. The frequencies of fundamental and first overtone C = 0 stretching bands for s-cis and s-trans conformers and also Δv(OH) values were found to be linear dependent upon σ-constants of substituents in a series of 3- and 4-substituted and 3'- and 4'-substituted chalcones. Linear correlations between the C = 0 stretching frequencies and a-constants were found also in two series of substituted ferrocene analogues of chalcones. Bearing the obtained results in mind a transfer of the substituent effect through the double bond, through the bonding system in s-cis and s-trans conformations and the effect of a ferrocenyl residue on this transfer is discussed.

Full paper in Portable Document Format: 2311-12a905.pdf

Chemical Papers 23 (11-12) 905–915 (1969)