A new green-to-blue upconversion system with efficient photoredox catalytic properties.
Jorge Castellanos-SorianoTill J B ZähringerJorge C Herrera-LunaMaría Consuelo JiménezChristoph KerzigRaúl Pérez-RuízPublished in: Physical chemistry chemical physics : PCCP (2023)
The design and development of new triplet-triplet annihilation upconversion (TTA-UC) systems combining triplet sensitizers with acceptor compounds have attracted considerable interest. In this vein, sensitizers made from purely organic dyes rather than transition-metal complexes appear to be more convenient from an environmental point of view. BODIPYs are a very well-known class of dyes with applications in a widespread range of scientific areas. Owing to the versatility of BODIPYs, we present herein a new asymmetric BODIPY with excellent photophysical properties to be used as an appropriate sensitizer in a bimolecular TTA-UC system. Detailed spectroscopic measurements demonstrated the ability of this new design to sensitize TTA-UC by combination with a suitable acceptor such as 2,5,8,11-tetra- tert -butylperylene (TBPe), allowing a successful conversion of green to blue light. The singlet-excited TBPe so obtained is capable of activating aryl chlorides reductively which initiated the functionalization of N -methylpyrrole (Meerwein-type arylation) and formation of both substituted triarylethylenes (Mizoroki-Heck reaction) and heteroarene phosphonates (photo-Arbuzov reaction). Product yields reveal that our TTA-UC system behaved as a highly efficient photocatalytic entity.
Keyphrases
- energy transfer
- highly efficient
- transition metal
- quantum dots
- molecular docking
- solar cells
- signaling pathway
- visible light
- electron transfer
- living cells
- genome wide
- single cell
- aqueous solution
- photodynamic therapy
- gene expression
- fluorescent probe
- climate change
- crystal structure
- risk assessment
- reduced graphene oxide
- water soluble