A Palladium Catalyst System for the Efficient Cross-Coupling Reaction of Aryl Bromides and Chlorides with Phenylboronic Acid: Synthesis and Biological Activity Evaluation

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dc.authoridMansour, Lamjed/0000-0002-9415-9383
dc.authoridYaşar, Sedat/0000-0001-7285-2761
dc.authoridÖzdemir, İsmail/0000-0001-6325-0216;
dc.authorwosidMansour, Lamjed/U-3028-2017
dc.authorwosidBilel, Hallouma/AAM-4880-2021
dc.authorwosidYaşar, Sedat/ABG-8356-2020
dc.authorwosidÖzdemir, İsmail/ABI-5192-2020
dc.authorwosidMANSOUR, Lamjed/AAO-6201-2020
dc.authorwosidchakchouk, ahlem/JYP-3425-2024
dc.authorwosidMansour, Lamjed/AAD-8613-2019
dc.contributor.authorLamia, Boubakri
dc.contributor.authorChakchouk-Mtibaa, Ahlem
dc.contributor.authorHallouma, Bilel
dc.contributor.authorMansour, Lamjed
dc.contributor.authorMellouli, Lotfi
dc.contributor.authorOzdemir, Ismail
dc.contributor.authorYasar, Sedat
dc.date.accessioned2024-08-04T20:43:01Z
dc.date.available2024-08-04T20:43:01Z
dc.date.issued2017
dc.departmentİnönü Üniversitesien_US
dc.description.abstractNew benzimidazolium salts 1a-c and their palladium bis-N-heterocyclic carbene complexes 2a-c and palladium PEPPSI-type complexes 3a-c were designed, synthesized and structurally characterized by NMR (H-1 and C-13), IR, DART-TOF mass spectrometry and elemental analysis. Then these complexes 2-3 were employed in the Suzuki-Miyaura cross-coupling reaction of substituted arenes with phenylboronic acid under mild conditions in toluene and DMF/H2O (1/1) to afford functionalized biaryl derivatives in good to excellent yields. The antibacterial activity of palladium bis-N-heterocyclic carbene complexes 2a-c and palladium PEPPSI-type complexes 3a-c was measured by disc diffusion method against Gram positive and Gram negative bacteria. Compounds 2a, 2c and 3a-c exhibited potential antibacterial activity against four bacterial species among the five used indicator cells. The product 2b inhibits the growth of the all five tested microorganisms. Moreover, the antioxidant activity determination of these complexes 2-3, using 2.2-diphenyl-1-picrylhydrazyl (DPPH) as a reagent, showed that compounds 2a-c and 3b possess DPPH antiradical activity. The higher antioxidant activity was obtained from the product 2b which has radical scavenging activity comparable to that of the two used positive controls (gallic acid GA and tutylatedhydroxytoluene BHT). Investigation of the anti-acetylcholinesterase activity of the studied complexes showed that compounds 2b, 3a, and 3b exhibited moderate activity at 100 g/mL and product 2b is the most active.en_US
dc.description.sponsorshipKing Saud University, Deanship of Scientific Research, College of Science Research Center; Technological and Scientific Research Council of Turkey TUBITAK-MESRS (Tunisia)en_US
dc.description.sponsorshipThis project was supported by King Saud University, Deanship of Scientific Research, College of Science Research Center. We are also grateful to the Technological and Scientific Research Council of Turkey TUBITAK-MESRS (Tunisia) for the financial support of the PhD student, Lamia BOUBAKRI.en_US
dc.identifier.doi10.3390/molecules22030420
dc.identifier.issn1420-3049
dc.identifier.issue3en_US
dc.identifier.pmid28272376en_US
dc.identifier.scopus2-s2.0-85015693714en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.urihttps://doi.org/10.3390/molecules22030420
dc.identifier.urihttps://hdl.handle.net/11616/97737
dc.identifier.volume22en_US
dc.identifier.wosWOS:000398743500081en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherMdpi Agen_US
dc.relation.ispartofMoleculesen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectN-heterocyclic carbeneen_US
dc.subjectpalladiumen_US
dc.subjectcross-coupling reactionen_US
dc.subjectbiological activitiesen_US
dc.titleA Palladium Catalyst System for the Efficient Cross-Coupling Reaction of Aryl Bromides and Chlorides with Phenylboronic Acid: Synthesis and Biological Activity Evaluationen_US
dc.typeArticleen_US

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