title: Synthesis of Functional Fluorescent BODIPY-based Dyes through Electrophilic Aromatic Substitution: Straightforward Approach towards Customized Fluorescent Probes.
abstract: Fluorescent materials are widely used in biological and material applications as probes for imaging or sensing; however, their customization is usually complicated without the support of an organic chemistry laboratory. Here, we present a straightforward method for the customization of BODIPY cores, which are among the most commonly used fluorescent probes. The method is based on the formation of a new C-C bond through Friedel-Crafts electrophilic aromatic substitution carried out at room temperature. The method presented can be used to obtain completely customized fluorescent materials in one or two steps from commercially available compounds. Examples of the preparation of fluorescent materials for cell staining and functionalization of silica colloids are also presented.
authors: Condensed Matter Physics Department Jožef Stefan Institute Jamova 39 1000 Ljubljana Slovenia; Institute for Molecules and Materials Radboud University Nijmegen Heyendaalseweg 135 6525 AJ Nijmegen The Netherlands.
authors: Giorgio
authors: 0000-0001-8960-3614
authors: G
authors: Mirri
authors: Institute for Molecules and Materials Radboud University Nijmegen Heyendaalseweg 135 6525 AJ Nijmegen The Netherlands.
authors: Daniël C
authors: DC
authors: Schoenmakers
authors: Institute for Molecules and Materials Radboud University Nijmegen Heyendaalseweg 135 6525 AJ Nijmegen The Netherlands.
authors: Paul H J
authors: PH
authors: Kouwer
authors: Institute of Cell Biology Faculty of Medicine University of Ljubljana Vrazov trg 2 1000 Ljubljana Slovenia.
authors: Peter
authors: P
authors: Veranič
authors: Condensed Matter Physics Department Jožef Stefan Institute Jamova 39 1000 Ljubljana Slovenia.
authors: Igor
authors: I
authors: Muševič
authors: Organic Chemistry Department Faculty of Chemistry and Chemical Technology University of Ljubljana Večna pot 113 1000 Ljubljana Slovenia.
authors: Bogdan
authors: B
authors: Štefane
keywords: BODIPY; cell staining; dyes/pigments; electrophilic aromatic substitution; fluorescent colloids