In situ phosphine oxide reduction: A catalytic appel reaction
| Autor: | Floris L. van Delft, Henri A. van Kalkeren, Stefan H. A. M. Leenders, C. Rianne A. Hommersom, Floris P. J. T. Rutjes |
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| Rok vydání: | 2011 |
| Předmět: |
Phosphine oxide
Molecular Structure Phosphines Organic Chemistry Oxide Halogenation Oxides Stereoisomerism Homogeneous catalysis Synthetic Organic Chemistry General Chemistry Catalysis Hydrocarbons Brominated chemistry.chemical_compound Appel reaction Organophosphorus Compounds chemistry Electrophile Organic chemistry Phosphine |
| Zdroj: | Chemistry : a European Journal, 17, 11290-11295 Chemistry : a European Journal, 17, 40, pp. 11290-11295 |
| ISSN: | 0947-6539 |
| Popis: | Several important reactions in organic chemistry thrive on stoichiometric formation of phosphine oxides from phosphines. To avoid the resulting burden of waste and purification, cyclic phosphine oxides were evaluated for new catalytic reactions based on in situ regeneration. First, the ease of silane-mediated reduction of a range of cyclic phosphine oxides was explored. In addition, the compatibility of silanes with electrophilic halogen donors was determined for application in a catalytic Appel reaction based on in situ reduction of dibenzophosphole oxide. Under optimized conditions, alcohols were effectively converted to bromides or chlorides, thereby showing the relevance of new catalyst development and paving the way for broader application of organophosphorus catalysis by in situ reduction protocols. |
| Databáze: | OpenAIRE |
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