Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2017-02-15T08:02:26Z | - |
dc.date.available | 2017-02-15T08:02:26Z | - |
dc.date.issued | 2006 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.other | OAK-3490 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/234086 | - |
dc.description.abstract | A kinetic study is reported for the reactions of 4-nitrophenyl X-substituted benzoates (1a-l) and Y-substituted phenyl benzoates (2a-l) with two anionic nucleophiles (OH- and CN-) and three amines (piperidine, hydrazine, and glycylglycine) in 80 mol% H2O-20 mol% dimethyl sulfoxide (DMSO) at 25.0 ± 0.1 °C. Each Hammett plot exhibits two intersecting straight lines for the reactions of 1a-l with the anionic nucleophiles and piperidine, while the Yukawa-Tsuno plots for the same reactions are linear. The Hammett plots for the reactions of 2a-l with hydrazine and glycylglycine demonstrate much better linear correlations with σ- constants than with σ° or σ constants, indicating that the leaving group departure occurs at the rate determining step (RDS). On the contrary, σ- constants result in poorer Hammett correlation than σ° constants for the corresponding reactions with OH- and CN-, indicating that the leaving group departure occurs after the RDS for the reactions with the anionic nucleophiles. The large ρX value (1.7 ± 0.1) obtained for the reactions of 1a-l with the anionic nucleophiles supports the proposal that the reactions proceed through an addition intermediate with its formation being the RDS. © The Royal Society of Chemistry 2006. | - |
dc.language | English | - |
dc.title | Structure-reactivity correlations in nucleophilic substitution reactions of Y-substituted phenyl X-substituted benzoates with anionic and neutral nucleophiles | - |
dc.type | Article | - |
dc.relation.issue | 15 | - |
dc.relation.volume | 4 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 2979 | - |
dc.relation.lastpage | 2985 | - |
dc.relation.journaltitle | Organic and Biomolecular Chemistry | - |
dc.identifier.doi | 10.1039/b607194e | - |
dc.identifier.wosid | WOS:000239760400025 | - |
dc.identifier.scopusid | 2-s2.0-33746191399 | - |
dc.author.google | Um I.-H. | - |
dc.author.google | Lee J.-Y. | - |
dc.author.google | Fujio M. | - |
dc.author.google | Tsuno Y. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |