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T. Agou, J. Kobayashi, T. Kawashima*
The University of Tokyo, Japan
22 November 2007 (online)
A general procedure to synthesize anthracene- and pentacene-type azaborine heterocycles was developed. Dibrominated derivatives (e.g., 1) were also synthesized in high yield (>95%) following the same procedure and were found to be stable to both subsequent lithiation and palladium-catalyzed cross-coupling reactions. Carbazole-functionalized azaborines, such as 2, display fluorescence quantum yields close to unity and efficient energy transfer from the carbazole moiety to the azaborine skeleton.