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Cover Picture: Polyazaacenes – On the Way to Stable, Fluorescent and Redox‐Active Derivatives (Eur. J. Org. Chem. 8/2007)
Author(s) -
Stöckner Frances,
Beckert Rainer,
Gleich Dieter,
Birckner Eckhard,
Günther Wolfgang,
Görls Helmar,
Vaughan Gavin
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200790014
Subject(s) - chemistry , fluorescence , redox , cover (algebra) , photochemistry , ring (chemistry) , combinatorial chemistry , stereochemistry , organic chemistry , mechanical engineering , physics , quantum mechanics , engineering
The cover picture shows the dyotropic rearrangement of 1,4,5,8‐tetraazafulvalenes into pyrazino‐[2,3‐ b ]pyrazines. In the case of Ar = 4‐ tert ‐butylphenyl, the products were immediately transformed, in the presence of oxygen, into derivatives of octaazahexacene through a cascade reaction. These highly ring‐fused compounds display a strong red fluorescence in solution and, in addition, can easily be reduced reversibly. In contact with air, the yellow fluorescent leuco compound formed quickly reoxidized, which is visible by red fluorescent streaks. Details are discussed in the article by R. Beckert et al. on p. 1237 ff.