R. Vaid, Monika Gupta, R. Kant
Apr 28, 2016
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0
Influential Citations
9
Citations
Journal
Journal of Chemical Sciences
Abstract
AbstractAn efficient and eco-friendly procedure has been developed for the synthesis of various 2,2’-arylmethylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives which were isolated and characterized by melting point, IR, 1H-NMR, 13C-NMR and mass spectrometric techniques. Out of the fourteen compounds synthesized, four compounds yielded crystals suitable for single crystal X-ray analysis which showed that 2,2’-phenylmethylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) crystallizes in the tetragonal system with space group I41/a, 2,2’-(3-nitrophenyl)methylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) crystallizes in the monoclinic system with space group P21/n, 2,2’-(4-nitrophenyl)methylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) crystallizes in the orthorhombic system with space group Pca21 and 2,2’-(4-chlorophenyl)methylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) crystallizes in the monoclinic space group P21/c. Graphical AbstractSilica-diphenic acid-catalyzed, efficient synthesis of 2,2’-arylmethylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one) derivatives is reported by reaction of different aldehydes with dimedone under grinding as well as thermal conditions. The structure-activity relationships and characterization of the different aldehydes used in the synthesis of these compounds have also been carried out.