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水热条件下多环芳烃峡湾区域熔融五角结构的后形成

Post-Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions.

作者信息

Hamaguchi Naoto, Kubota Takumi, Yamada Masaaki, Kimura Hikaru, Tsuji Hayato

机构信息

Department of Chemistry, Faculty of Science, Kanagawa University, 3-27-1 Rokkaku-bashi, Kanagawa-ku, Yokohama, 221-8686, Japan.

出版信息

Chemistry. 2024 Jul 5;30(38):e202400987. doi: 10.1002/chem.202400987. Epub 2024 May 22.

Abstract

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 FeO as an additive in conjunction with PtO 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.

摘要

本研究探索了在水中通过铂催化环化反应合成环戊稠合多环芳烃(CP-PAHs),重点关注在高度稠合的PAH骨架内形成稠合的五角环。在水中较低温度(200 - 260°C)下使用铂催化剂,成功合成了单环化的CP-PAHs。反应条件促进了底物如二苯并[g,p] Chrysene及其异构体的单环化,生成了所需产物,同时抑制了双环化化合物的形成。将FeO作为添加剂与PtO结合使用有效地抑制了底物和产物的氢化。由于HOMO-LUMO能隙减小,产物在紫外-可见吸收和光致发光带中出现红移。这些发现突出了铂催化环化在CP-PAHs可控合成方面的潜力,对材料科学中的各种应用具有重要意义。

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