Preparation of fluorohalomethylmagnesium halides using highly active magnesium metal and their reactions
| Autor: | Jan Štambaský, Jaroslav Kvíčala, Oldřich Paleta, Martin Skalický |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
chemistry.chemical_classification
Nucleophilic addition Magnesium Organic Chemistry Iodide Halide chemistry.chemical_element Biochemistry Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound chemistry Bromide Electrophile Nucleophilic substitution Environmental Chemistry Organic chemistry Physical and Theoretical Chemistry Butyraldehyde |
| Zdroj: | Journal of Fluorine Chemistry. 126:1390-1395 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/j.jfluchem.2005.07.016 |
| Popis: | Highly active magnesium (Rieke magnesium) reacts with fluorohalomethanes at −100 °C forming the corresponding fluorohalomethylmagnesium halides, which undergo nucleophilic substitution with silyl halides or nucleophilic addition with aldehydes or ketones. Whereas the stability of dibromofluoromethylmagnesium bromide ( 2a ) was sufficient to provide acceptable product yields with dimethylphenylsilyl chloride, benzaldehyde, butyraldehyde or acetophenone as electrophiles, other fluoroorganomagnesium halides, bromodifluoromethylmagnesium bromide ( 2b ), bromochlorofluoromethylmagnesium bromide ( 2c ) and trifluoromethylmagnesium iodide ( 2d ) displayed only very limited stability and thus the corresponding yields of reactions with electrophiles were low. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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