Post-Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions.
Naoto HamaguchiTakumi KubotaMasaaki YamadaHikaru KimuraHayato TsujiPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2024)
This study explores the synthesis of cyclopenta-fused polyaromatic hydrocarbons (CP-PAHs) via Pt-catalyzed cyclization in water, focusing on the formation of fused pentagonal rings within heavily fused PAH frameworks. Utilizing platinum catalysts at lower temperatures (200-260 °C) in water, led to the successful synthesis of singly cyclized CP-PAHs. The reaction conditions facilitated the mono-cyclization of substrates such as dibenzo[g,p]chrysene and its isomers, yielding the desired products while suppressing the formation of bis-cyclized compounds. The use of Fe 2 O 3 as an additive in conjunction with PtO 2 was effective to suppress hydrogenation of the substrates and products. The products exhibited a redshift in UV-visible absorption and photoluminescence bands due to a decrease in the HOMO-LUMO energy gap. These findings highlight the potential of Pt-catalyzed cyclization for the controlled synthesis of CP-PAHs, with implications for various applications in materials science.