Publication: Unveiling the catalytic nature of palladium-N-heterocyclic carbene catalysts in the alpha-alkylation of ketones with primary alcohols
dc.contributor.coauthor | Ovezova, Mamajan | |
dc.contributor.coauthor | Çetinkaya, Bekir | |
dc.contributor.coauthor | Gülcemal, Süleyman | |
dc.contributor.department | Department of Chemistry | |
dc.contributor.kuauthor | Eroğlu, Zafer | |
dc.contributor.kuauthor | Metin, Önder | |
dc.contributor.schoolcollegeinstitute | College of Sciences | |
dc.date.accessioned | 2024-11-09T13:09:11Z | |
dc.date.issued | 2021 | |
dc.description.abstract | We report herein the synthesis of four new Pd-PEPPSI complexes with backbone-modified N-heterocyclic carbene (NHC) ligands and their application as catalysts in the alpha-alkylation of ketones with primary alcohols using a borrowing hydrogen process and tandem Suzuki-Miyaura coupling/alpha-alkylation reactions. Among the synthesized Pd-PEPPSI complexes, complex 2c having 4-methoxyphenyl groups at the 4,5-positions and 4-methoxybenzyl substituents on the N-atoms of imidazole exhibited the highest catalytic activity in the alpha-alkylation of ketones with primary alcohols (18 examples) with yields reaching up to 95%. Additionally, complex 2c was demonstrated to be an effective catalyst for the tandem Suzuki-Miyaura-coupling/alpha-alkylation of ketones to give biaryl ketones with high yields. The heterogeneous nature of the present catalytic system was verified by mercury poisoning and hot filtration experiments. Moreover, the formation of NHC-stabilized Pd(0) nanoparticles during the alpha-alkylation reactions was identified by advanced analytical techniques. | |
dc.description.fulltext | YES | |
dc.description.indexedby | WOS | |
dc.description.indexedby | Scopus | |
dc.description.indexedby | PubMed | |
dc.description.issue | 31 | |
dc.description.openaccess | YES | |
dc.description.publisherscope | International | |
dc.description.sponsoredbyTubitakEu | TÜBİTAK | |
dc.description.sponsorship | Ege University Scientific Research Projects Coordination | |
dc.description.sponsorship | Scientific and Technological Research Council of Turkey (TÜBİTAK) | |
dc.description.sponsorship | 2211/C National Ph.D. Scholarship Program in the Priority Fields in Science and Technology | |
dc.description.sponsorship | Council of Higher Education of Turkey 100/2000 CoHE Doctoral Scholarship | |
dc.description.sponsorship | Turkish Academy of Science (TUBA) | |
dc.description.sponsorship | Turkiye Scholarships Fellowship | |
dc.description.version | Author's final manuscript | |
dc.description.volume | 50 | |
dc.identifier.doi | 10.1039/d1dt01704g | |
dc.identifier.eissn | 1477-9234 | |
dc.identifier.embargo | NO | |
dc.identifier.filenameinventoryno | IR03362 | |
dc.identifier.issn | 1477-9226 | |
dc.identifier.quartile | Q1 | |
dc.identifier.scopus | 2-s2.0-85112441725 | |
dc.identifier.uri | https://doi.org/10.1039/d1dt01704g | |
dc.identifier.wos | 678767400001 | |
dc.keywords | Alkylation reactions | |
dc.keywords | Borrowing hydrogens | |
dc.keywords | Catalytic system | |
dc.keywords | Filtration experiments | |
dc.keywords | N-heterocyclic carbene ligands | |
dc.keywords | N-heterocyclic carbenes | |
dc.keywords | Primary alcohols | |
dc.keywords | Suzuki-Miyaura coupling | |
dc.language.iso | eng | |
dc.publisher | Royal Society of Chemistry (RSC) | |
dc.relation.grantno | FYL-2019-21171 | |
dc.relation.ispartof | Dalton Transactions | |
dc.relation.uri | http://cdm21054.contentdm.oclc.org/cdm/ref/collection/IR/id/10139 | |
dc.subject | Inorganic chemistry | |
dc.subject | Nuclear chemistry | |
dc.title | Unveiling the catalytic nature of palladium-N-heterocyclic carbene catalysts in the alpha-alkylation of ketones with primary alcohols | |
dc.type | Journal Article | |
dspace.entity.type | Publication | |
local.contributor.kuauthor | Metin, Önder | |
local.contributor.kuauthor | Eroğlu, Zafer | |
local.publication.orgunit1 | College of Sciences | |
local.publication.orgunit2 | Department of Chemistry | |
relation.isOrgUnitOfPublication | 035d8150-86c9-4107-af16-a6f0a4d538eb | |
relation.isOrgUnitOfPublication.latestForDiscovery | 035d8150-86c9-4107-af16-a6f0a4d538eb | |
relation.isParentOrgUnitOfPublication | af0395b0-7219-4165-a909-7016fa30932d | |
relation.isParentOrgUnitOfPublication.latestForDiscovery | af0395b0-7219-4165-a909-7016fa30932d |
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