Cyclododecene isomeric separation by (supported) rhodium(i)-catalysed selective dehydrogenative borylation reaction
[EN] Cyclododecene, commercially available as a cis/trans mixture, reacts with dipinacolborane (BPin)(2) only through the cis isomer, during the Rh(i)-XantPhos-catalyzed dehydrogenative monoborylation reaction, leaving the starting trans-cyclododecene untouched. In this way, both diastereoisomers ca...
| Autores: | , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Universitat Politècnica de València (UPV) |
| Repositorio: | RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
| Idioma: | inglés |
| OAI Identifier: | oai:riunet.upv.es:10251/211804 |
| Acceso en línea: | https://riunet.upv.es/handle/10251/211804 |
| Access Level: | acceso abierto |
| Palabra clave: | Cyclododecene Cis/trans mixture Dipinacolborane Rh(i)-XantPhos-catalyzed Dehydrogenative monoborylation |
| Sumario: | [EN] Cyclododecene, commercially available as a cis/trans mixture, reacts with dipinacolborane (BPin)(2) only through the cis isomer, during the Rh(i)-XantPhos-catalyzed dehydrogenative monoborylation reaction, leaving the starting trans-cyclododecene untouched. In this way, both diastereoisomers can now be easily separated. The catalytic Rh(i)-phosphine complex progressively degrades under the reaction conditions; thus we also present here a cheap, ligandless Rh(i)-supported zeolite NaY catalyst, equally selective for the dehydrogenative monoborylation reaction. These results provide a new methodology for macrocyclic alkene diastereoisomeric separation. |
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