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IR and NMR spectral hammett correlations in (2-naphthyl)-3-(substituted phenyl) bicyclo [2.2.1]hept-5-ene-2-yl) methanones

GanesamoorthyThirunarayanan


A series of some novel (2-naphthyl)-3-(substituted phenyl)bicyclo[2.2.1]hept-5-ene-2-yl)methanones have been synthesized by aqueous phase fly-ash catalyzed [4+2] Diels-Alder reaction of 2-naphthyl chalcones and cyclopentadiene according to literature. The yields of the methanones are more than 60%. These methanones were characterized by their physical constants and spectral data. The assigned characteristic infrared and NMR spectral data are correlated using Hammett equation with Hammett substituent constants, F and R Swain-LuptonÂÂÂ’s parameters by single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituents on the spectral data has been discussed with correlation co-efficient value in all correlations.


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