Journal
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
Volume 110, Issue -, Pages 116-123Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.saa.2013.03.023
Keywords
2,5-Dimethyl-3-furyl chalcones; Hydrotalcite; Microwave irradiation; IR and NMR spectra; Hammett correlation; Antimicrobial and insect antifeedant activities
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A series of 2,5-dimethyl-3-furyl chalcones [2E-1-(2,5-dimethyl-3-furyl)-3-(substituted phenyl)-2-propen-1-ones] have been synthesized by Hydrotalcite catalyzed aldol condensation between 3-acetyl-2,5-dimethylfuron and substituted benzaldehydes. Yields of chalcones are more than 80%. These chalcones were characterized by their physical constants and spectral data. The group frequencies of infrared v(cm(-1)) of CO s-cis and s-trans, CH in-plane and out of plane, CH=CH out of plane, (sic)C=C(sic)( out of plane modes, NMR chemical shifts delta(ppm) of H-alpha, H-beta, CO, C-alpha, and C-beta of these chalcones were correlated with Hammett substituent constants, F and R parameters using single and multi-regression analyses. From the results of statistical analyses, the effects of substituents on the group frequencies are explained. Antibacterial, antifungal and insect antifeedant activities of these chalcones have been studied. (C) 2013 Elsevier B.V. All rights reserved.
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