Nitration of benzothioxanthene: towards a new class of dyes with versatile photophysical properties

The selective mono-nitration of benzothioxanthane ( BTXI ) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new s...

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Veröffentlicht in:New journal of chemistry 2020-01, Vol.44 (3), p.9-95
Hauptverfasser: Andrés Castán, José María, Abad Galán, Laura, Li, Shi, Dalinot, Clément, Simón Marqués, Pablo, Allain, Magali, Risko, Chad, Monnereau, Cyrille, Maury, Olivier, Blanchard, Philippe, Cabanetos, Clément
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Sprache:eng
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Zusammenfassung:The selective mono-nitration of benzothioxanthane ( BTXI ) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized BTXI was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes. The selective mono-nitration of benzothioxanthene ( BTXI ) is demonstrated here, opening doors to a wide range of structures and reactions. In addition, a new series of derivaties was characterized expanding the scope for electronic organic purposes.
ISSN:1144-0546
1369-9261
DOI:10.1039/c9nj05804d