Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane

The rate constants for the reaction of twenty-two N-(substituted phenylmethylene)- m- and -p-aminobenzoic acids with diazodiphenylmethane were determined in absolute ethanol at 30 °C. The effects of substituents on the reactivity of the investigated compounds were interpreted by correlation of the r...

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Main Authors: Jovanović Bratislav Ž., Marinković Aleksandar D., Vitnik Željko, Juranić Ivan O.
Format: Article
Language:English
Published: Serbian Chemical Society 2007-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390712191J.pdf
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author Jovanović Bratislav Ž.
Marinković Aleksandar D.
Vitnik Željko
Juranić Ivan O.
author_facet Jovanović Bratislav Ž.
Marinković Aleksandar D.
Vitnik Željko
Juranić Ivan O.
author_sort Jovanović Bratislav Ž.
collection DOAJ
description The rate constants for the reaction of twenty-two N-(substituted phenylmethylene)- m- and -p-aminobenzoic acids with diazodiphenylmethane were determined in absolute ethanol at 30 °C. The effects of substituents on the reactivity of the investigated compounds were interpreted by correlation of the rate constants with LFER equations. The results of quantum mechanical calculations of the molecular structure together with experimental results gave a better insight into the effects of structure on the transmission of electronic effects of the substituents. New σ constants for substituted benzylideneamino group were calculated.
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spelling doaj.art-421d37ad4d5d4739b2ec0dce4215d3532022-12-21T17:45:00ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212007-01-0172121191120010.2298/JSC0712191J0352-51390712191JSubstituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethaneJovanović Bratislav Ž.0Marinković Aleksandar D.1Vitnik Željko2Juranić Ivan O.3Katedra za organsku hemiju, Tehnološko-metalurški fakultet, BeogradKatedra za organsku hemiju, Tehnološko-metalurški fakultet, BeogradHemijaki fakultet, BeogradHemijaki fakultet, BeogradThe rate constants for the reaction of twenty-two N-(substituted phenylmethylene)- m- and -p-aminobenzoic acids with diazodiphenylmethane were determined in absolute ethanol at 30 °C. The effects of substituents on the reactivity of the investigated compounds were interpreted by correlation of the rate constants with LFER equations. The results of quantum mechanical calculations of the molecular structure together with experimental results gave a better insight into the effects of structure on the transmission of electronic effects of the substituents. New σ constants for substituted benzylideneamino group were calculated.http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390712191J.pdfrate constantssubstituent and structural effectsgeometry optimization
spellingShingle Jovanović Bratislav Ž.
Marinković Aleksandar D.
Vitnik Željko
Juranić Ivan O.
Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
Journal of the Serbian Chemical Society
rate constants
substituent and structural effects
geometry optimization
title Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
title_full Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
title_fullStr Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
title_full_unstemmed Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
title_short Substituent and structural effects on the kinetics of the reaction of N-(substituted phenylmethylene)-m- and -p-aminobenzoic acids with diazodiphenylmethane
title_sort substituent and structural effects on the kinetics of the reaction of n substituted phenylmethylene m and p aminobenzoic acids with diazodiphenylmethane
topic rate constants
substituent and structural effects
geometry optimization
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390712191J.pdf
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