Synthesis of Benzo[ k]fluoranthene Derivatives through Diels-Alder Reaction of 1,3-Diarylbenzo[ c]furans.

Diels-Alder reaction of symmetrical/unsymmetrical benzo[ c]furans with acenaphthylene in xylenes at reflux temperatures followed by p-toluenesulfonic acid-mediated epoxide cleavage and dehydration furnished diaryl/heteroaryl-substituted benzo[ k]fluoranthenes. This strategy could be successfully applied to the synthesis of dimeric and trimeric benzo[ k]fluoranthenes. Functionalization of representative benzo[ k]fluoranthene derivatives was also performed. UV/Visible, emission and electrochemical properties of representative fluoranthene derivatives are also reported. [ABSTRACT FROM AUTHOR]