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  • Title: Masking and demasking strategies for the BF2-BODIPYs as a tool for BODIPY fluorophores.
    Author: More AB, Mula S, Thakare S, Sekar N, Ray AK, Chattopadhyay S.
    Journal: J Org Chem; 2014 Nov 21; 79(22):10981-7. PubMed ID: 25387662.
    Abstract:
    An efficient and chemoselective route for transforming BF2-BODIPYs to Et2B-BODIPYs (masking) was developed using Et2AlCl. The Et groups can be easily replaced with F atoms using BF3·Et2O in moist CH2Cl2 to regenerate the BF2-BODIPYs (demasking). The masking-demasking strategy is very useful for synthesizing functionalized BODIPYs via nucleophilic and reductive reactions. The masking strategy was used to synthesize a BODIPY dimer by McMurry coupling of a formyl Et2B-BODIPY, while a new BODIPY with an asymmetrically substituted B-center was synthesized using the demasking strategy.
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