Synthesis and Activity of Vanadium Oxo NHC Alkylidenes. Remarkable Preference for Degenerate Metathesis and Application for Carbon Isotope Exchange

V imido NHC phosphine alkylidenes are the most efficient V catalysts for ring-closing olefin metathesis of various terminal dienes. The presence of imido and phosphine ligands is responsible for catalyst decomposition. Therefore, the development of phosphine-free V oxo NHC alkylidenes is a logical n...

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Detalles Bibliográficos
Autores: Belov, Dmitry S., Acosta, Carlos M., Garcia-Molina, Miquel, Rue, Kelly L., Solans-Monfort, Xavier|||0000-0002-2172-3895, Bukhryakov, Konstantin V.|||0000-0002-8425-9671
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:280614
Acceso en línea:https://ddd.uab.cat/record/280614
https://dx.doi.org/urn:doi:10.1021/acs.organomet.2c00465
Access Level:acceso abierto
Descripción
Sumario:V imido NHC phosphine alkylidenes are the most efficient V catalysts for ring-closing olefin metathesis of various terminal dienes. The presence of imido and phosphine ligands is responsible for catalyst decomposition. Therefore, the development of phosphine-free V oxo NHC alkylidenes is a logical next step to further improve V-based olefin metathesis. Herein we report V oxo NHC chloride and alkoxide alkylidenes and their reactivity in olefin metathesis. V oxo NHC chloride is readily involved in cycloaddition/cycloreversion steps with olefins. However, a remarkable preference for the formation of a 1,3-metallacyclobutane (MCB) leads to exclusive methylene group exchange (degenerate metathesis) utilized for carbon isotope exchange. DFT studies further support the preference for the 1,3-MCB formation.