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dc.contributor.author엄익환-
dc.date.accessioned2016-08-28T12:08:57Z-
dc.date.available2016-08-28T12:08:57Z-
dc.date.issued2008-
dc.identifier.issn0253-2964-
dc.identifier.otherOAK-4819-
dc.identifier.urihttp://dspace.ewha.ac.kr/handle/2015.oak/220009-
dc.description.abstractSecond-order rate constants have been measured spectrophotometrically for the Michael-type reaction of 1-(X-substituted phenyl)-2-propyn-1-ones (2a-f) with amines in H2O at 25.0 ± 0.1 ° C. A linear Brønsted-type plot is obtained with βnuc = 0.25 ± 0.02, a typical βnuc value for reactions which proceed through a stepwise mechanism with attack of amine on the electrophilic center being the rate-determining step. Secondary alicyclic amines are found to be more reactive than isobasic primary amines. The Hammett plot for the reactions of 2a-f with morpholine is not linear, i.e., the substrate with a strong electron-donating group (e.g., 4-MeO) exhibits a negative deviation from the Hammett plot. However, the Yukawa-Tsuno plot for the same reactions exhibits an excellent linear correlation with ρ = 0.62 and r = 0.82. Thus, it has been proposed that the nonlinear Hammett plot is not due to a change in the rate-determining step but due to ground-state stabilization through resonance interactions.-
dc.languageEnglish-
dc.titleA kinetic study on Michael-type reactions of 1-(X-substituted phenyl)-2-propyn-1-ones with amines: Effect of amine nature on reactivity and mechanism-
dc.typeArticle-
dc.relation.issue4-
dc.relation.volume29-
dc.relation.indexSCIE-
dc.relation.indexSCOPUS-
dc.relation.indexKCI-
dc.relation.startpage767-
dc.relation.lastpage771-
dc.relation.journaltitleBulletin of the Korean Chemical Society-
dc.identifier.wosidWOS:000256000700012-
dc.identifier.scopusid2-s2.0-44149103383-
dc.author.googleUm I.-H.-
dc.author.googleHwang S.-J.-
dc.author.googleLee E.-J.-
dc.contributor.scopusid엄익환(7006725706;6506759437)-
dc.date.modifydate20170601135413-
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자연과학대학 > 화학·나노과학전공 > Journal papers
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