BODIPY as electron withdrawing group for the activation of double bonds in asymmetric cycloaddition reactions

In this work we have found that a BODIPY can be used as an electron withdrawing group for the activation of double bonds in asymmetric catalysis. The synthesis of cyclohexyl derivatives containing a BODIPY unit can easily be achieved via trienamine catalysis. This allows a new different asymmetric s...

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Detalles Bibliográficos
Autores: Guerrero-Corella, Andrea, Asenjo-Pascual, Juan, Pawar, Tushar Janardan, Díaz-Tendero Victoria, Sergio, Martín-Somer, Ana, Gómez, Clarisa Villegas, Belmonte-Vázquez, José L., Ramírez-Ornelas, Diana E., Peña-Cabrera, Eduardo, Fraile Carrasco, Alberto, Cruz, David Cruz, Alemán Lara, José Julián
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/687562
Acceso en línea:http://hdl.handle.net/10486/687562
https://dx.doi.org/10.1039/c9sc00959k
Access Level:acceso abierto
Palabra clave:Chemical bonds
Catalysis
Chemical activation
Cycloaddition
Quantum chemistry
Química
Descripción
Sumario:In this work we have found that a BODIPY can be used as an electron withdrawing group for the activation of double bonds in asymmetric catalysis. The synthesis of cyclohexyl derivatives containing a BODIPY unit can easily be achieved via trienamine catalysis. This allows a new different asymmetric synthesis of BODIPY derivatives and opens the door to future transformation of this useful fluorophore. In addition, the Quantum Chemistry calculations and mechanistic studies provide insights into the role of BODIPY as an EWG

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