Diazulenopentalene: Facile Synthesis of Linear Non-Alternant Molecular Carbons through Pt-Mediated Rearrangement
Abstract
Pentalene is a classic 8π antiaromatic non-alternant compound that displays high reactivity. To stabilize pentalene and investigate its properties, benzene rings are typically fused to its core. Advances in metal-catalyzed chemistry have rapidly accelerated the development of pentalene-incorporated molecular carbons. However, fully non-alternant structures based on the pentalene skeleton remain underexplored due to synthetic challenges. Here, we report the synthesis of a novel linear non-alternant hydrocarbon, diazulenopentalene, achieved via a Pt-mediated rearrangement arylation, with the mechanism elucidated by computational studies. Single-crystal analysis, complemented by aromaticity calculations, revealed that diazulenopentalene comprises distinct pentalene and azulene units. The synthetic strategy presented here provides a promising platform for a deeper investigation into this unique linear molecular carbon.
Fields of Study & Subjects
Synthesis and Properties of Aromatic Compounds
Organoboron and organosilicon chemistry
Fullerene Chemistry and Applications
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 5
- Pages
- 4844–4850
- Publication date
- 30 January 2026
- Language
- EN