Journal
CHEMPHOTOCHEM
Volume 6, Issue 5, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cptc.202200011
Keywords
copper; C-C coupling; fluorination; phenanthrene; palladium; photocyclization
Categories
Funding
- National Science Foundation [DMR-1904998, MRI-1531814]
- American Chemical Society Petroleum Research Fund [ND-58919]
- Welch Foundation [E-1768, chair E-0044]
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Four extensively fluorinated tetraphenylethylenes (TPE) and one extensively fluorinated triphenylethylene have been synthesized using combinations of copper-catalyzed C-H functionalization reactions and Stille coupling reactions. These compounds show little to no aggregation-induced emission (AIE) unlike the parent TPE, instead undergoing photocyclization into fluorinated phenanthrene products.
Four extensively fluorinated tetraphenylethylenes (TPE) and one extensively fluorinated triphenylethylene have been synthesized using combinations of copper-catalyzed C-H functionalization reactions and Stille coupling reactions. Surprisingly, in contrast to the parent TPE, these compounds show little to no aggregation-induced emission (AIE). Instead, photocyclization into fluorinated phenanthrene products occurs. Effects of solvent and oxygen on the yield and selectivity of this photo-cyclization have been examined.
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