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Updated: Jan 14, 2026

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Electrooxidative Ring-Opening Transformation of Polycyclic Aromatic Hydrocarbons
Ryosuke Sakamoto1, Kei Muto2, Junichiro Yamaguchi1
1Department of Applied Chemistry, Waseda University, 513 Wasedatsurumakicho, Shinjuku, Tokyo 162-0041, Japan.
Abstract:
Cleavage of aromatic C-C bonds remains a formidable challenge in organic synthesis due to their exceptional stability. We describe an electrooxidative protocol that enables selective cleavage of peripheral C-C bonds in various polycyclic aromatic hydrocarbons (PAHs) under anodic oxidation conditions in DMF, affording dicarbonyl products. In addition to phenacenes, this method cleaves the peripheral bond of corannulene and the inner bond of dibenzo[g,p]chrysene, demonstrating a broad applicability for PAH bond activation.
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