Investigations on isomerization and rearrangement of polycyclic arenes under oxidative conditions – Anodic versus reagent-mediated reactions

• DOI: 10.1016/j.electacta.2019.02.041
• Publication Date: 2019-02-11T05:30:08Z
• Authors: Sebastian B. Beil; Peter Franzmann; Timo Müller; Maximilian M. Hie...; Tobias Prenzel; Dennis Pollok; Nicole Beiser; Dieter Schollmeyer; Siegfried R. Wald...
• Keywords: Phenanthrenes; Chemoselectivity

Abstract Electro-organic conversions at an active molybdenum anode enable the formation of fused arenes. High chemoselectivity was achieved under anodic conditions, and a reagent-induced selectivity was observed by comparison with results of MoCl5-mediated reactions. Polycyclic arenes like phenanthrenes, triphenylenes, chrysenes, or helicenes were selectively obtained in yields up to 87% and in some cases unusual rearrangements were crucial for the product formation.