Publication:
Reduced graphene oxide/few-layer phosphorene binary heterojunctions as metal-free photocatalysts for the sustainable photoredox C-H arylation of heteroarenes

dc.contributor.coauthorTurbedaroglu, Özge
dc.contributor.coauthorKılıç, Haydar
dc.contributor.departmentDepartment of Chemistry
dc.contributor.departmentGraduate School of Sciences and Engineering
dc.contributor.departmentKUYTAM (Koç University Surface Science and Technology Center)
dc.contributor.kuauthorAlemdar, Sıla
dc.contributor.kuauthorEroğlu, Zafer
dc.contributor.kuauthorKubanaliev, Temirlan
dc.contributor.kuauthorMetin, Önder
dc.contributor.schoolcollegeinstituteCollege of Sciences
dc.contributor.schoolcollegeinstituteGRADUATE SCHOOL OF SCIENCES AND ENGINEERING
dc.contributor.schoolcollegeinstituteResearch Center
dc.date.accessioned2024-12-29T09:36:05Z
dc.date.issued2024
dc.description.abstractHerein, we report the fabrication of few-layer phosphorene (FLP)/reduced graphene oxide (rGO) binary heterojunctions as metal-free photocatalysts for the direct C-H arylation of heteroarenes under visible light irradiation. The FLP/rGO heterojunctions were prepared by mixing the solutions of well-exfoliated rGO and FLP nanosheets in an ultrasonic bath, resulting in a well-coupled structure between rGO and FLP. Characterization revealed enhanced stability, charge separation efficiency, and extended charge transfer ability in the heterojunction compared to the pristine materials. Studying different FLP to rGO mass ratios helped to find the optimum synergy where the materials exhibited the highest photocatalytic activity, and the optimized FLP/rGO catalyst with 30% FLP yielded the desired products with the highest photocatalytic efficiency in the C-H arylation of aryl diazonium salts and heteroarenes (24 examples in total). Notably, aryl diazonium salts with electron-withdrawing groups achieved high yields in the range of 68-90%. The FLP/rGO heterojunctions were successfully applied in synthesizing dantrolene, a commercially available drug, yielding 41% yield for C-H arylation and 90% yield for subsequent synthesis. The heterojunctions demonstrated excellent reusability, maintaining high catalytic activity over five cycles with only a 6% decrease in their initial activity. Mechanistic studies suggest a plausible single electron transfer mechanism wherein photogenerated electrons are transferred from FLP/rGO to aryl diazonium salts, forming biaryl radical intermediates and subsequent products. Overall, the FLP/rGO binary heterojunctions have been demonstrated to be efficient and sustainable metal-free photocatalysts for C-H arylation reactions, showcasing a broad substrate scope and potential applications in synthetic chemistry and pharmaceutical synthesis.
dc.description.indexedbyWOS
dc.description.indexedbyScopus
dc.description.issue9
dc.description.publisherscopeInternational
dc.description.sponsoredbyTubitakEuTÜBİTAK
dc.description.sponsorshipThis study was supported by the Scientific and Technical Research Council of Turkiye (TUBITAK, grant no. 120Z622).
dc.description.volume12
dc.identifier.doi10.1021/acssuschemeng.3c07117
dc.identifier.issn2168-0485
dc.identifier.quartileQ1
dc.identifier.scopus2-s2.0-85186191380
dc.identifier.urihttps://doi.org/10.1021/acssuschemeng.3c07117
dc.identifier.urihttps://hdl.handle.net/20.500.14288/21937
dc.identifier.wos1174467800001
dc.keywordsC-H arylation
dc.keywordsReduced graphene oxide
dc.keywordsPhosphorene
dc.keywordsHeterojunction photocatalyst
dc.keywordsPhotoredoxcatalysis
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.grantnoT1/4 rkiye Bilimsel ve Teknolojik Arastirma Kurumu [TUBITAK, 120Z622]
dc.relation.grantnoScientific and Technical Research Council of Turkiye
dc.relation.ispartofACS Sustainable Chemistry and Engineering
dc.subjectChemistry, multidisciplinary
dc.subjectGreen and sustainable science and technology
dc.subjectEngineering, chemical
dc.titleReduced graphene oxide/few-layer phosphorene binary heterojunctions as metal-free photocatalysts for the sustainable photoredox C-H arylation of heteroarenes
dc.typeJournal Article
dspace.entity.typePublication
local.contributor.kuauthorKubanaliev, Temirlan
local.contributor.kuauthorAlemdar, Sıla
local.contributor.kuauthorEroğlu, Zafer
local.contributor.kuauthorMetin, Önder
local.publication.orgunit1GRADUATE SCHOOL OF SCIENCES AND ENGINEERING
local.publication.orgunit1College of Sciences
local.publication.orgunit1Research Center
local.publication.orgunit2Department of Chemistry
local.publication.orgunit2KUYTAM (Koç University Surface Science and Technology Center)
local.publication.orgunit2Graduate School of Sciences and Engineering
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