Synthesis, crystal structure and physico-chemical properties of 3,3’-[(4-hydroxyphenyl)methyl] bis-(4-hydroxy-2H-chromen-2-one)

Abstract

The compound 3,3’-[(4-Hydroxyphenyl)methyl]bis-(4-hydroxy-2H-chromen-2-one) was synthesized by the Knoevenagel reaction. Crystals, suitable for X-ray data collection were grown by slow evaporation from an ethanol solution. The product 3,3’-[(4-Hydroxyphenyl)methyl]bis-(4-hydroxy-2H-chromen-2-one)∙ethanol crystallizes in the monoclinic system, space group P2₁/n. The ultraviolet/visible absorption spectra in different solvents were recorded. Sensitivity of the compound to solvent polarity and hydrogen bonding with protic (ethanol, H₂O) and aprotic (dimethylsulfoxide, acetonitrile) solvents was detected. Based on ¹H-NMR spectroscopy as well as on potentiometric and UV/vis titration experiments the acid dissociation constants for 3,3’-[(4-Hydroxyphenyl)methyl]bis-(4-hydroxy-2H-chromen-2-one) were estimated.