Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 44, Pages 15534-15539Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502473
Keywords
Mallory-type photocyclization; photocyclodehydrofluorination; photoreaction; Synthesis design; synthetic methods
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Mallory-type photocyclization involves a series of photoreactions of stilbenes, o-terphenyls and related derivatives, which undergo intramolecular cyclization via dihydrophenanthrene intermediates. In typical Mallory photocyclizations, oxidants are usually needed to produce the final phenanthrene-containing product. In the research described here, appropriately fluorinated stilbenes and o-terphenyls undergo ring closure and HF is eliminated. This photocyclodehydrofluorination (PCDHF) reaction is very useful to produce a wide range of selectively fluorinated polynuclear aromatic hydrocarbons that possess a phenanthrene (or heterocyclic analogue of phenanthrene) substructure. These fluorinated products are of great interest in various aspects of the materials science.
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