Reactivity and structure of derivatives of 2-hydroxy-1,4-naphthoquinone (lawsone)

The structures of two derivatives of 2-hydroxy-1,4-naphthoquinone (lawsone) are examined using the density functional theory (DFT) hybrid functional B3LYP. Using the optimized structure of lawsone acetate, the reactivity of acyl transfer is described. Also, the nucleophilicity of the conjugate base...

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Detalles Bibliográficos
Autores: Lamoureux Lamontagne, Guy, Pérez Sánchez, Alice Lorena, Araya Marchena, Mario Esteban, Agüero Robles, Christian Gerardo
Tipo de recurso: artículo
Fecha de publicación:2007
País:Costa Rica
Institución:Universidad de Costa Rica
Repositorio:Kérwá
OAI Identifier:oai:kerwa.ucr.ac.cr:10669/28885
Acceso en línea:http://onlinelibrary.wiley.com/doi/10.1002/poc.1435/abstract
https://hdl.handle.net/10669/28885
Access Level:acceso embargado
Palabra clave:Naphthoquinone
Active ester
Enolate alkylation
Descripción
Sumario:The structures of two derivatives of 2-hydroxy-1,4-naphthoquinone (lawsone) are examined using the density functional theory (DFT) hybrid functional B3LYP. Using the optimized structure of lawsone acetate, the reactivity of acyl transfer is described. Also, the nucleophilicity of the conjugate base of lawsone is predicted using the conceptual descriptors related to softness within the DFT framework