Carbonyl-Olefin/Alkyne Metathesis Reactions Catalyzed by Bifunctional H-USY Zeolites
[EN] Metal-, organo-, and proton-catalyzed carbonyl-olefin/alkyne metathesis reactions have gained relevance in organic synthesis during the past decade, but their potential implementation in high-volume processes (i.e., in flow) is severely hampered by the lack of a general, robust, easily separabl...
| Autores: | , , , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2025 |
| País: | España |
| Institución: | Universitat Politècnica de València (UPV) |
| Repositorio: | RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
| Idioma: | inglés |
| OAI Identifier: | oai:dnet:riunet______::52206b48e448707a477e7960b6dcd0b9 |
| Acceso en línea: | https://riunet.upv.es/handle/10251/233467 |
| Access Level: | acceso abierto |
| Palabra clave: | Alkyne metathesis H-USY zeolites Nontoxic solid catalyst |
| Sumario: | [EN] Metal-, organo-, and proton-catalyzed carbonyl-olefin/alkyne metathesis reactions have gained relevance in organic synthesis during the past decade, but their potential implementation in high-volume processes (i.e., in flow) is severely hampered by the lack of a general, robust, easily separable, and nontoxic solid catalyst. Both Brønsted and Lewis acid sites inside molecular-sized soluble cages seem to be involved during the catalytic process in solution; thus, a similar bifunctional acid solid catalyst, in a confined space, could play the desired catalytic role. We show here that commercially available, ultrastabilized aluminosilicate acid faujasites (H-USY zeolites), containing Brønsted and Lewis acid sites in microporous channels and cavities, catalyze a variety of intra- and intermolecular metathesis reactions between aldehydes/ketones and alkenes/alkynes, with diverse structural patterns, in reasonable yields and under mild reaction conditions. The zeolite can be easily recovered after the reaction in batch and reused or implemented in in-flow processes for continuous synthesis of the metathesis products. These results open the way to designing carbonyl¿olefin/ alkyne metathesis reactions with simple solid catalysts. |
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