Post‐Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions
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 t...
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| Veröffentlicht in: | Chemistry : a European journal 2024-07, Vol.30 (38), p.e202400987-n/a |
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| creator | Hamaguchi, Naoto Kubota, Takumi Yamada, Masaaki Kimura, Hikaru Tsuji, Hayato |
| description | 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 Fe2O3 as an additive in conjunction with PtO2 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.
Platinum‐catalyzed ring closure of polyaromatic hydrocarbons (PAHs) proceeds at lower temperature in water; mono‐cyclization proceeds selectively in the fjord region of PAH to give CP‐PAH products. |
| doi_str_mv | 10.1002/chem.202400987 |
| format | Article |
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Platinum‐catalyzed ring closure of polyaromatic hydrocarbons (PAHs) proceeds at lower temperature in water; mono‐cyclization proceeds selectively in the fjord region of PAH to give CP‐PAH products.</description><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Chrysene</subject><subject>Cyclization</subject><subject>Cyclopenta-polyaromatic hydrocarbon</subject><subject>Effectiveness</subject><subject>Energy gap</subject><subject>Ferric oxide</subject><subject>Hydrocarbons</subject><subject>Hydrothermal synthesis</subject><subject>Isomers</subject><subject>Low temperature</subject><subject>Molecular orbitals</subject><subject>Photoluminescence</subject><subject>Photons</subject><subject>Photophysical properties</subject><subject>Platinum catalyst</subject><subject>Polycyclic aromatic hydrocarbons</subject><subject>Red shift</subject><subject>Substrates</subject><issn>0947-6539</issn><issn>1521-3765</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><sourceid>WIN</sourceid><recordid>eNqF0UFP2zAUB3BrGoKOcd1xsrTLLi3Pz01sH6eKUiQmKhjnyLGdkiqJmZ1oyo2PwGfkkyyhpZN24WTJ-r3_s_wn5AuDGQPAc_Pg6hkCzgGUFB_IhCXIplykyUcyATUX0zTh6oR8inELg0k5PyYnXKaokKsJ6dc-ti9Pz0sfat2WvqG-oMsuOkvXrmn1xje6ondt6EzbBUcHsNz6YOmt2-z12le9Dn4cN3TV2-CNDrlvIu0a68Luqn1ww4KKLnxjy3FP_EyOCl1Fd7Y_T8n98uLXYjW9vrm8Wvy4nhqO8vX5kmvkyCxKjjpX0pqUOStt4lLMOWgjigSNACZyIyFXhbA5SCxAK6P4Kfm-y30M_nfnYpvVZTSuqnTjfBczDnPgiAJH-u0_uvVdGD5gVCJlDBMOg5rtlAk-xuCK7DGUtQ59xiAbS8nGUrJDKcPA131sl9fOHvhbCwNQO_CnrFz_Tly2WF38_Bf-F8zxmwE</recordid><startdate>20240705</startdate><enddate>20240705</enddate><creator>Hamaguchi, Naoto</creator><creator>Kubota, Takumi</creator><creator>Yamada, Masaaki</creator><creator>Kimura, Hikaru</creator><creator>Tsuji, Hayato</creator><general>Wiley Subscription Services, Inc</general><scope>24P</scope><scope>WIN</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7663-5879</orcidid></search><sort><creationdate>20240705</creationdate><title>Post‐Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions</title><author>Hamaguchi, Naoto ; Kubota, Takumi ; Yamada, Masaaki ; Kimura, Hikaru ; Tsuji, Hayato</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3287-65383a2321d2832ab98dc61ed8d5e62b30ac7f52c7017bc80b9f7db082f0a9c93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Chrysene</topic><topic>Cyclization</topic><topic>Cyclopenta-polyaromatic hydrocarbon</topic><topic>Effectiveness</topic><topic>Energy gap</topic><topic>Ferric oxide</topic><topic>Hydrocarbons</topic><topic>Hydrothermal synthesis</topic><topic>Isomers</topic><topic>Low temperature</topic><topic>Molecular orbitals</topic><topic>Photoluminescence</topic><topic>Photons</topic><topic>Photophysical properties</topic><topic>Platinum catalyst</topic><topic>Polycyclic aromatic hydrocarbons</topic><topic>Red shift</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hamaguchi, Naoto</creatorcontrib><creatorcontrib>Kubota, Takumi</creatorcontrib><creatorcontrib>Yamada, Masaaki</creatorcontrib><creatorcontrib>Kimura, Hikaru</creatorcontrib><creatorcontrib>Tsuji, Hayato</creatorcontrib><collection>Wiley-Blackwell Open Access Titles</collection><collection>Wiley Free Content</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hamaguchi, Naoto</au><au>Kubota, Takumi</au><au>Yamada, Masaaki</au><au>Kimura, Hikaru</au><au>Tsuji, Hayato</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Post‐Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chemistry</addtitle><date>2024-07-05</date><risdate>2024</risdate><volume>30</volume><issue>38</issue><spage>e202400987</spage><epage>n/a</epage><pages>e202400987-n/a</pages><issn>0947-6539</issn><issn>1521-3765</issn><eissn>1521-3765</eissn><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. 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| subjects | Catalysts Chemical synthesis Chrysene Cyclization Cyclopenta-polyaromatic hydrocarbon Effectiveness Energy gap Ferric oxide Hydrocarbons Hydrothermal synthesis Isomers Low temperature Molecular orbitals Photoluminescence Photons Photophysical properties Platinum catalyst Polycyclic aromatic hydrocarbons Red shift Substrates |
| title | Post‐Formation of Fused Pentagonal Structure on Fjord Region of Polyaromatic Hydrocarbons under Hydrothermal Conditions |
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