Efficient deprotection of F-BODIPY derivatives: removal of BF(2) using Brønsted acids

The effective and efficient removal of the BF(2) moiety from F-BODIPY derivatives has been achieved using two common Brønsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(®) 900 resin (hydroxide form) effects this conversion...

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Detalles Bibliográficos
Autores principales: Yu, Mingfeng, Wong, Joseph K-H, Tang, Cyril, Turner, Peter, Todd, Matthew H, Rutledge, Peter J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4311716/
https://www.ncbi.nlm.nih.gov/pubmed/25670990
http://dx.doi.org/10.3762/bjoc.11.6
Descripción
Sumario:The effective and efficient removal of the BF(2) moiety from F-BODIPY derivatives has been achieved using two common Brønsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(®) 900 resin (hydroxide form) effects this conversion in near-quantitative yields. Compared to existing methods, these conditions are relatively mild and operationally simple, requiring only reaction at room temperature for six hours (TFA) or overnight (HCl).

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