Construction of the carbon-chalcogen (S, Se, Te) bond at the 2,6-positions of BODIPY via Stille cross-coupling reactionElectronic supplementary information (ESI) available: Materials and methods; spectroscopy; synthesis and compound characterization; and NMR and HRMS and optical spectra. See DOI: 10.1039/c6cc06923a

Seven new 2-chalcogen- or 2,6-dichalcogen- (S, Se, Te) BODIPY derivatives were synthesized in good to excellent yields (55-95%) by a Pd-catalyzed C-heteroatom Stille cross-coupling reaction, overcoming the limitations of S N Ar. The fluorophores show interesting tunable optical properties associated...

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Main Authors: Palao, E, Slanina, T, Klán, P
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Summary:Seven new 2-chalcogen- or 2,6-dichalcogen- (S, Se, Te) BODIPY derivatives were synthesized in good to excellent yields (55-95%) by a Pd-catalyzed C-heteroatom Stille cross-coupling reaction, overcoming the limitations of S N Ar. The fluorophores show interesting tunable optical properties associated with the formation of a twisted intramolecular charge transfer excited state and competing intersystem crossing. Novel 2-chalcogen- or 2,6-dichalcogen-BODIPY derivatives were synthesized by a Pd-catalyzed C-heteroatom Stille cross-coupling reaction, overcoming the limitations of S N Ar.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc06923a