Abstract
Arylazoimidazoles are important dyes which were intensively studied in the past. In contrast, triarylazoimidazoles (derivatives which carry aryl substituents at the imidazole core) received almost no attention in the scientific literature. Here, we report a new family of simple and easily accessible triarylazoimidazole-group 12 metal complexes, which feature highly efficient photo-luminescence emission (Φ up to 0.44). Novel compounds exhibit bright red emission in solution, which could be excited with a visible light.
Highlights
We described a novel method for the synthesis of this important class of dyes, which employs nitrous oxide as a donor of azo group [17,18,19]
3 and 4 diarylimidazoles were prepared via azo coupling between p-anisyldiatetrafluoroborate and corresponding (Scheme and isolated high yieldsin as zonium tetrafluoroborate and corresponding diarylimidazoles (Scheme 1) in and isolated zonium tetrafluoroborate and corresponding diarylimidazoles
The solvent signals were used as references (CDCl3 : δC = 77.16 ppm; residual CHCl3 in CDCl3 : δH = 7.26 ppm; CD2 Cl2 : δC = 53.84 ppm; residual CHDCl2 in CD2 Cl2 : δH = 5.32 ppm); 1 H and 13 C assignments were established using NOESY, HSQC, and HMBC experiments; numbering schemes as shown in the Inserts
Summary
Sensing [5,6] bioimaging [7] photodynamic therapy [8], and photocatalysis [9,10]. The progress in these areas significantly depends on the improvement of physical characteristics and their fine tuning via chemical manipulations with metal complexes’ structures [11]. Their fundamental importance and applicability stimulate active search for the new families of emissive metal complexes. We described a novel method for the synthesis of this important class of dyes, which employs nitrous oxide as a donor of azo group [17,18,19]
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