Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-28T12:08:56Z | - |
dc.date.available | 2016-08-28T12:08:56Z | - |
dc.date.issued | 2008 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.other | OAK-4760 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/219992 | - |
dc.description.abstract | Second-order rate constants (kN) have been measured for reactions of Y-substituted phenyl 2-thiophenecarboxylates (6a-h) with morpholine and piperidine in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The Brønsted-type plot for the reactions of 6a-h with morpholine is linear with βlg = -1.29, indicating that the reactions proceed through a tetrahedral zwitterionic intermediate (T±). On the other hand, the Brønsted-type plot for the reactions of 6a-h with piperidine exhibits a downward curvature, implying that a change in the rate-determining step occurs on changing the substituent Y in the leaving group. Dissection of kN into microscopic rate constants (i.e., k1 and k2/k -1 ratio) has revealed that k1 is smaller for the reactions of 6a-h than for those of Y-substituted phenyl 2-furoates (5a-h), while the k2/k-1 ratio is almost the same for the reactions of 5a-h and 6a-h. It is also reported that modification of the nonleaving group from the furoyl (5a-h) to the thiophenecarbonyl (6a-h) does not influence pKao (defined as the pKa at the center of the Brønsted curvature) as well as the k2/k -1 ratio. | - |
dc.language | English | - |
dc.title | Aminolysis of Y-substituted phenyl 2-thiophenecarboxylates and 2-furoates: Effect of modification of nonleaving group from 2-furoyl to 2-thiophenecarbonyl on reactivity and mechanism | - |
dc.type | Article | - |
dc.relation.issue | 3 | - |
dc.relation.volume | 29 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.index | KCI | - |
dc.relation.startpage | 585 | - |
dc.relation.lastpage | 589 | - |
dc.relation.journaltitle | Bulletin of the Korean Chemical Society | - |
dc.identifier.wosid | WOS:000255229900013 | - |
dc.identifier.scopusid | 2-s2.0-41549169608 | - |
dc.author.google | Um I.-H. | - |
dc.author.google | Min S.-W. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |