Utilization of supercritical carbon dioxide as green solvent for the Suzuki-Miyaura reaction

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dc.authoridErunal, Ebru/0000-0002-9926-2654
dc.contributor.authorUlusal, Fatma
dc.contributor.authorErunal, Ebru
dc.contributor.authorGuzel, Bilgehan
dc.date.accessioned2025-03-17T12:27:13Z
dc.date.available2025-03-17T12:27:13Z
dc.date.issued2023
dc.departmentTarsus Üniversitesi
dc.description.abstractNewly designed alkylated acetyl acetone ligands which are 3-n-butyl-2,4-pentanedione and 3-perfluorobutyl-2,4pentanedione were prepared by alkylation of active methylene group of 2,4-pentanedione and then used as ligands for preparation of palladium (II) (Pd) complexes soluble in supercritical carbon dioxide deposition. The solubility of prepared palladium complexes was inclusively measured in supercritical carbon dioxide at varying pressures and temperatures. The results showed that solubility of the fluorinated complex is higher than the nonfluorinated complex. The solubility of Pd complex of 3-perfluorobutyl-2,4-pentandione [Pd(FBACAC)2] ranged between 4.51 g & BULL;L-1 and 8.66 g & BULL;L-1 while the solubility of Pd complex of 3-n-butyl-2,4-pentandione Pd(BACAC)2 varied from 0.21 g & BULL;L-1 to 1.1 g & BULL;L-1 at different temperature and pressures. Efficient Suzuki-Miyaura crosscoupling reaction catalytic system for novel catalysts was carried out at various temperatures and pressures. To the best of our knowledge, it is the first study without using co-solvent, ionic liquid and phase transfer catalyst for Suzuki-Miyaura C-C coupling reaction in supercritical carbon dioxide catalyst system. The results demonstrated a successful application of novel alkylated acetylacetone for palladium-catalyzed Suzuki-Miyaura coupling reaction between a phenylboronic acid and bromobenzene in scCO2.
dc.description.sponsorshipInternational Research Fellowship Programme (for Postdoctoral students) TUBITAK [BIDEB 2218]
dc.description.sponsorshipThis study was supported by the International Research Fellowship Programme (for Postdoctoral students) TUBITAK BIDEB 2218. The author appreciated the help of Asst. Prof. Ebru Erunal for her critical comments on the discussion of this work. The author also thank to Prof. Dr. Bilgehan Guezel from Cukurova University, Department of Chemistry for her support on the experimental analysis.
dc.identifier.doi10.1016/j.ica.2022.121127
dc.identifier.issn0020-1693
dc.identifier.issn1873-3255
dc.identifier.scopus2-s2.0-85145616796
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1016/j.ica.2022.121127
dc.identifier.urihttps://hdl.handle.net/20.500.13099/2125
dc.identifier.volume555
dc.identifier.wosWOS:001028754200001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Sa
dc.relation.ispartofInorganica Chimica Acta
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250316
dc.subjectAlkylation
dc.subjectSupercritical carbon dioxide
dc.subjectSuzuki-Miyaura cross-coupling reaction
dc.subjectGreen solvent
dc.titleUtilization of supercritical carbon dioxide as green solvent for the Suzuki-Miyaura reaction
dc.typeArticle

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