Publication details

Construction of the carbon-chalcogen (S, Se, Te) bond at the 2,6-positions of BODIPY via Stille cross-coupling reaction

Authors

PALAO UTIEL Eduardo SLANINA Tomáš KLÁN Petr

Year of publication 2016
Type Article in Periodical
Magazine / Source Chemical communications
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC06923A#!divAbstract
Doi http://dx.doi.org/10.1039/c6cc06923a
Field Organic chemistry
Keywords INTRAMOLECULAR CHARGE-TRANSFER; TRIPLET EXCITED-STATE; SINGLET OXYGEN GENERATION; LARGE STOKES SHIFTS; BORON-DIPYRROMETHENE; PHOTOPHYSICAL PROPERTIES; LIVING CELLS; DYES; DERIVATIVES; FUNCTIONALIZATION
Description 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 SNAr. The fluorophores show interesting tunable optical properties associated with the formation of a twisted intramolecular charge transfer excited state and competing intersystem crossing.
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