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ILCPA Volume 14
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Microwave Assisted Synthesis, Spectral Studies and Antimicrobial Activities of some 2′,4′-Difluorophenyl Chalcones
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Microwave Assisted Synthesis, Spectral Studies and Antimicrobial Activities of some 2′,4′-Difluorophenyl Chalcones

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Abstract:

Some 2′,4′-difluorophenyl chalcones have been synthesized under microwave irradiation using aldol condensation between 2,4-difluoroacetophenone and substituted benzaldehydes using catalytic amount of hydroxyapatite. The yields of the chalcones are more than 85%. The purities of these synthesized chalcones were examined by their physical constants and spectroscopic data. The UV absorption maxima (λmax, nm), infrared stretches (ν, cm-1) of CO, fingerprint region of CHip/op, CH=CHop, C=Cop modes, NMR chemical shifts (δ, ppm) of vinyl proton, carbon and carbonyl carbons have been assigned and correlated with Hammett substituent constants, F and R parameters using single and multi-regression analysis. From the statistical analysis the effect of substituent on the above spectral frequencies can be discussed. The antimicrobial activities of these synthesized chalcones have been screened using Bauer-Kirby method.

Info:

Periodical:
International Letters of Chemistry, Physics and Astronomy (Volume 14)
Pages:
68-86
DOI:
https://doi.org/10.18052/www.scipress.com/ILCPA.14.68
Citation:
S. Vijayakumar et al., "Microwave Assisted Synthesis, Spectral Studies and Antimicrobial Activities of some 2′,4′-Difluorophenyl Chalcones", International Letters of Chemistry, Physics and Astronomy, Vol. 14, pp. 68-86, 2013
Online since:
May 2013
Authors:
S. Vijayakumar, R. Arulkumaran, R. Sundararajan, S.P. Sakthinathan, R. Suresh, D. Kamalakkannan, K. Ranganathan, K. Sathiyamoorthy, V. Mala, Ganesan Vanangamudi, Ganesamoorthy Thirunarayanan
Keywords:
Aldol Condensation, Antimicrobial Activities, Hammett σ Constants, Hydroxyapatite, Microwave Irradiation, Spectral Correlations
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Distribution:
Open Access

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DOI: https://doi.org/10.5339/connect.2013.18

[2] T. Deyou, I. Gumula, F. Pang, A. Gruhonjic, M. Mumo, J. Holleran, S. Duffy, P. Fitzpatrick, M. Heydenreich, G. Landberg, S. Derese, V. Avery, K. Rissanen, M. Erdélyi, A. Yenesew, "Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis", Journal of Natural Products, Vol. 78, p. 2932, 2015

DOI: https://doi.org/10.1021/acs.jnatprod.5b00581

[3] S. Handayani, C. Budimarwanti, W. Haryadi, "Novel synthesis of substituted benzylidenecyclohexanone by microwave assisted organic synthesis", Vol. 1821, p. 020116, 2017

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[4] X. Li, M. Yin, X. Yang, G. Yang, X. Gao, "Flavonoids from Mirabilis himalaica", Fitoterapia, Vol. 127, p. 89, 2018

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