IR and NMR spectral studies of some 2-hydroxy-1-naphthyl chalcones: Assessment of substituent effects

A series of substituted styryl 2-hydroxy-1-naphthyl ketones have been synthesized by crossed-Aldol condensation reaction. These ketones are characterized by their physical constants, IR and NMR data. The IR carbonyl stretching and deformation modes ν (cm−1) of vinyl portion frequencies and 1H and 13...

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Bibliographic Details
Published in:Arabian journal of chemistry 2016-09, Vol.9 (S1), p.S717-S724
Main Authors: Vanangamudi, Ganesan, Subramanian, Muthuvel, Jayanthi, Palanivel, Arulkumaran, Renganathan, Kamalakkannan, Dakshnamoorthy, Thirunarayanan, Ganesamoorthy
Format: Article
Language:English
Subjects:
Correlation analysis
Hammett substituent constants
IR and NMR spectra
Styryl 2-hydroxy-1-naphthyl ketones
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Summary:A series of substituted styryl 2-hydroxy-1-naphthyl ketones have been synthesized by crossed-Aldol condensation reaction. These ketones are characterized by their physical constants, IR and NMR data. The IR carbonyl stretching and deformation modes ν (cm−1) of vinyl portion frequencies and 1H and 13C NMR spectral chemical shifts δ (ppm) of ethylenic protons, carbons and carbonyl carbons are correlated with various Hammett sigma constants, field, and resonance and Swain–Lupton parameters by single and multi-regression analysis. From the statistical analysis the effect of substituents on the group frequencies is studied.
ISSN:1878-5352
1878-5379
DOI:10.1016/j.arabjc.2011.07.019