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Radical CH Alkylation of BODIPY Dyes Using Potassium Trifluoroborates or Boronic Acids
Authors:Bram Verbelen  Lucas Cunha Dias Rezende  Stijn Boodts  Jeroen Jacobs  Prof. Luc Van Meervelt  Prof. Johan Hofkens  Prof. Wim Dehaen
Affiliation:1. Department of Chemistry, KU Leuven, Celestijnenlaan 200f–bus 02404, 3001 Leuven (Belgium);2. Faculdade de Ciências Farmacêuticas de Ribeir?o Preto, Universidade de S?o Paulo, Av. Do Café s/n, Ribeir?o Preto, SP, 14040‐903 (Brazil)
Abstract:A one‐step synthetic procedure for the radical C?H alkylation of BODIPY dyes has been developed. This new reaction generates alkyl radicals through the oxidation of boronic acids or potassium trifluoroborates and allows the synthesis of mono‐, di‐, tri‐, and tetraalkylated fluorophores in a good to excellent yield for a broad range of organoboron compounds. Using this protocol, multiple bulky alkyl groups can be introduced onto the BODIPY core thus creating solid‐state emissive BODIPY dyes.
Keywords:alkylation  boron  dyes  photophysics  radicals
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