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Facultad de Humanidades y Ciencias de la Educación, Synthesis: Journal of Synthetic Organic Chemistry, 22(51), p. 4147-4152, 2019

DOI: 10.1055/s-0039-1690687

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New Synthesis of a Dibenzoperylene Motif Featuring a Doubly Boron–Nitrogen-Doped Bay Region

Journal article published in 2019 by Michael Fingerle, Simon Stocker, Holger F. Bettinger ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

A dibenzoperylene motif featuring a doubly boron–nitrogen-doped bay region is accessible from an aniline derivative in six steps in good overall yield. Two n-butyl groups provide the BN-doped polycyclic aromatic hydrocarbon with sufficient solubility in common organic solvents. The synthesis sequence allows installation of a second boron atom next to a weakly nucleophilic nitrogen by using a protected boron species. The title compound shows blue fluorescence, an extremely high fluorescence quantum yield, and an interesting doped bay region.