Transmission of polar effects arcoss the CH=CH link in styrylfuran system
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Published:1981
Issue:12
Volume:46
Page:3110-3114
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ISSN:0010-0765
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Container-title:Collection of Czechoslovak Chemical Communications
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language:en
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Short-container-title:Collect. Czech. Chem. Commun.
Author:
Knoppová Viera,Beňo Anton,Dandárová Miloslava,Kováč Jaroslav
Abstract
Transmission of polar substituent effect through the vinylidene grouping in 5-(4-X-styryl)-2-furaldehydes (X = H, Cl, Br, COOCH3, CN and NO2) was studied by polarographic reduction of the aldehyde group as well as by kinetics of their condensation with malononitrile. The obtained transmission coefficients π' were compared with the corresponding values for systems, containing other links between the benzene and furan nuclei. Thermodynamic parameters of the condensation with malononitrile were determined. The transmission of polar effects is discussed also from the point of view of 1H NMR spectra.
Publisher
Institute of Organic Chemistry & Biochemistry
Subject
General Chemistry