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From π-expanded coumarins to π-expanded pentacenes

 
: Weclawski, M.K.; Tasior, M.; Hammann, T.; Cywinski, P.J.; Gryko, D.T.

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Chemical communications 50 (2014), Nr.65, S.9105-9108
ISSN: 0022-4936
ISSN: 0009-241X
ISSN: 1359-7345
Englisch
Zeitschriftenaufsatz
Fraunhofer IAP ()

Abstract
The synthesis of two novel types of pi-expanded coumarins has been developed. Modified Knoevenagel bis-condensation afforded 3,9-dioxa-perylene-2,8-diones. Subsequent oxidative aromatic coupling or light driven electrocyclization reaction led to dibenzo-1,7-dioxacoronene-2,8-dione. Unparalleled synthetic simplicity, straightforward purification and superb optical properties have the potential to bring these perylene and coronene analogs towards various applications.

: http://publica.fraunhofer.de/dokumente/N-307108.html