Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-28T12:08:57Z | - |
dc.date.available | 2016-08-28T12:08:57Z | - |
dc.date.issued | 2008 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.other | OAK-4819 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/220009 | - |
dc.description.abstract | Second-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.language | English | - |
dc.title | A 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.type | Article | - |
dc.relation.issue | 4 | - |
dc.relation.volume | 29 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.index | KCI | - |
dc.relation.startpage | 767 | - |
dc.relation.lastpage | 771 | - |
dc.relation.journaltitle | Bulletin of the Korean Chemical Society | - |
dc.identifier.wosid | WOS:000256000700012 | - |
dc.identifier.scopusid | 2-s2.0-44149103383 | - |
dc.author.google | Um I.-H. | - |
dc.author.google | Hwang S.-J. | - |
dc.author.google | Lee E.-J. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |