Hydrodefluorination of N-acetylheptafluoro-2-naphthylamine by zinc in aqueous ammonia: synthetic outcomes and mechanistic considerations
| Autor: | Galina A. Selivanova, Nadezhda V. Vasil’eva, Larisa V. Politanskaya, and Vitalij D. Shteingarts, Irina Yu. Bagryanskaya, Irina V. Beregovaya, L.N. Shchegoleva, Alexey V. Reshetov |
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| Jazyk: | angličtina |
| Rok vydání: | 2011 |
| Předmět: |
Reaction mechanism
Aqueous solution Chemistry 2-Naphthylamine Organic Chemistry Substrate (chemistry) chemistry.chemical_element Zinc Combinatorial chemistry lcsh:QD241-441 Ammonia chemistry.chemical_compound Hydrodefluorination Fragmentation (mass spectrometry) lcsh:Organic chemistry Organic chemistry |
| Zdroj: | ARKIVOC, Vol 2011, Iss 8, Pp 242-262 (2011) |
| ISSN: | 1551-7012 1551-7004 |
| Popis: | Reduction of the N-acetyl derivatives of heptafluoro-2-naphthylamine and its less fluorinated analogues by zinc in aqueous NH3 has been investigated as a possible general and concise route to partially fluorinated N-(2-naphthyl)acetamides and, accordingly, 2-naphthylamines inaccessible by other ways. Quantum chemical calculations and CV measurement results have been used to discuss and justify the suggested reaction mechanism including two competing routes: fragmentation of a substrate radical anion and its complex with a zinc cation. |
| Databáze: | OpenAIRE |
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