Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction

This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira crosscoupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the crosscoupling step. After a sequence of cross-coupling–hydrogenati...

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Detalles Bibliográficos
Autores: Speziali, Marcelo G., Monteiro, Adriano Lisboa
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2012
País:Brasil
Institución:Universidade Federal do Rio Grande do Sul (UFRGS)
Repositorio:Repositório Institucional da UFRGS
Idioma:inglés
OAI Identifier:oai:www.lume.ufrgs.br:10183/104544
Acceso en línea:http://hdl.handle.net/10183/104544
Access Level:acceso abierto
Palabra clave:Terpenóides
Paládio
Líquidos iônicos
Catálise
Terpenoids
Cross-coupling
Palladium
Ionic liquids
Catalysis
Descripción
Sumario:This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira crosscoupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the crosscoupling step. After a sequence of cross-coupling–hydrogenation– N-alkylation–ion metathesis, novel ionic liquids were obtained in reasonable yields. The obtained products can be used as scaffolds for the further synthesis of new ionic liquids derived from terpenoids and for new, potentially bioactive materials, e.g. polycyclic monocationic scaffolds. All obtained products show the characteristics of a room temperature ionic liquid (RTIL).