In:
Angewandte Chemie, Wiley, Vol. 127, No. 1 ( 2015-01-02), p. 269-273
Abstract:
The transformation of trichalcogenasumanene buckybowls into donor–acceptor‐type [5‐6‐7] fused polyheterocycles is disclosed. The strategy involves a highly efficient ring‐opening of the flanking benzene upon oxidation at room temperature, and facile ring closure by functional‐group transformation. Crystallographic studies indicate that the resulting [5‐6‐7] fused polyheterocycles possess a planar conformation owing to the release of ring strain by expansion of one of the six‐membered flanking rings to the seven‐membered one. Additionally, the [5‐6‐7] fused polyheterocycles bear electron‐withdrawing groups, which reduce the HOMO–LUMO energy gap, and display broad absorption bands extending to λ =590 nm. Consequently, these compounds show strong red emission with fluorescence quantum yields of up to 38 %.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.201409620
Language:
German
Publisher:
Wiley
Publication Date:
2015
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