Abstract
We describe the synthesis and photophysical properties of tetraarylnaphthidines. Our synthetic approach is based on an iron-catalyzed oxidative C–C coupling reaction as the key step using a hexadecafluorinated iron–phthalocyanine complex as a catalyst and air as the sole oxidant. The N,N,N’,N’-tetraarylnaphthidines proved to be highly fluorescent with quantum yields of up to 68%.
Funder
Deutsche Forschungsgemeinschaft
Subject
Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science
Cited by
11 articles.
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1. 2,2′‐Bis(arylamino)‐1,1′‐biaryls as Building Blocks for the Synthesis of Dibenzo[d,f][1,3]diazepines, Dibenzo[d,f][1,3]diazepinones, and Dibenzo[c,e][1,2,7]thiadiazepine 6‐Oxides;European Journal of Organic Chemistry;2023-08-04
2. μ-Oxo-bis[(octacosafluoro-meso-tetraphenylporphyrinato)iron(iii)] – synthesis, crystal structure, and catalytic activity in oxidation reactions;Chemical Science;2023
3. Atroposelective Synthesis of 2,2′‐Bis(arylamino)‐1,1′‐biaryls by Oxidative Iron(III)‐ and Phosphoric Acid‐Catalyzed C−C Coupling of Diarylamines**;Chemistry – A European Journal;2022-11-27
4. Iron‐Catalyzed Oxidative C−O and C−N Coupling Reactions Using Air as Sole Oxidant**;Chemistry – A European Journal;2022-03-14
5. On the Protonation and Deuteration of Per‐Arylated Amines**;ChemistrySelect;2021-12-22