| Autor: |
Kyu Cheol Paik, Man So Han, Sang Yong Pyun, Bong Rae Cho |
| Rok vydání: |
2015 |
| Předmět: |
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| Zdroj: |
Bulletin of the Korean Chemical Society. 36:2810-2814 |
| ISSN: |
1229-5949 |
| DOI: |
10.1002/bkcs.10567 |
| Popis: |
Nucleophilic substitution reactions of 5-XC4H2 (S)C(O)OC6H3 -2-Y-4-NO2 (1) promoted by 4-Z-C6H4O −/4-Z-C6H4OH in 20 mol % dimethyl sulfoxide (DMSO)(aq) have been studied kinetically. The reactions exhibited second-order kinetics with βacyl = −2.52 to −2.83, ρ(x) = 2.81–3.16, βnuc = 0.88–0.04 and βlg = −0.94, respectively. The results have been interpreted with an addition–elimination mechanism in which the nucleophilic attack occurs in the rate-determining step. Comparison with existing data reveals that the rate-determining step changes from the second to the first step by the change in the nucleophile from R2NH/R2NH2 + to 4-Z-C6H4O −/4-Z-C6H4OH. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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