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KMID : 1059520060500030183
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Journal of the Korean Chemical Society
2006 Volume.50 No. 3 p.183 ~ p.189
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Synthesis and Substituent Effects in Substituted Styryl 4-Methoxy-1-Naphthyl Ketones
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G. Thirunarayanan
P. Ananthakrishna Nadar
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Abstract
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A series of substituted styryl 4-methoxy-1-naphthyl ketones [(2E)-1-(4-methoxy-1-naphthyl)-3-phenyl-2-propen-1-ones] were synthesized using facile method of microwave assisted condensation reaction. The yield of chalcones is more than 90%. They are characterized by their physical constants, micro analysis, infrared (KBr, 4000-400 cm-1) and NMR both 1H and 13C spectral data. From infrared spectra, the s-cis and s-trans stretching vibrations of carbonyl group, from NMR spectra the ethylenic proton and carbon chemical shifts (ppm) are assigned. These spectral data are correlated with various Hammett substituent constants. From the results of statistical analysis the effect of substituents on CO, α and β proton and carbons are explained.
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