Fluorine/phenyl chelated boron complexes: Synthesis, fluorescence properties and catalyst for transfer hydrogenation of aromatic ketones

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dc.contributor.authorKilic, Ahmet
dc.contributor.authorAydemir, Murat
dc.contributor.authorDurgun, Mustafa
dc.contributor.authorMeric, Nermin
dc.contributor.authorOcak, Yusuf Selim
dc.contributor.authorKeles, Armagan
dc.contributor.authorTemel, Hamdi
dc.date.accessioned2024-04-24T16:15:05Z
dc.date.available2024-04-24T16:15:05Z
dc.date.issued2014
dc.departmentDicle Üniversitesien_US
dc.description.abstractThe synthesis of salen/salan ligands (L-1 and L-2) and their fluorine/phenyl chelated boron complexes [L(1,2)BF2] or [L(1,2)BPh2] is described in this paper. The fluorine/phenyl chelated boron complexes were synthesized from the reaction of BF3 center dot OEt2 or BPh3 with the corresponding ligands in different solvent. The boron complexes display high stability and can be handled in air due to the presence of coordinative B <- N and covalent B-O bonds in their structures. The salen/salan ligands (designated as salan, a saturated version of the corresponding salen ligands) and their fluorine/phenyl chelated boron complexes have been characterized by H-1, C-13 NMR and F-19 NMR spectra, elemental analysis, FT-IR spectra, UV-vis spectra, LC-MS spectra, melting point and fluorescence spectroscopy. The fluorescence efficiencies of BF2-chelate boron complexes are greatly improved compared to those of the BPh2-chelate boron analogs based on the same salen/salan ligands, probably due to the enhanced conjugation degree of the diphenyl boron chelation, which can effectively prevent molecular aggregation. The boron complexes [L(1,2)BF2] or [L(1,2)BPh2] were also applied to the transfer hydrogenation of aromatic ketones to the corresponding alcohol derivatives in the presence of iso-PrOH as the hydrogen source. Catalytic studies showed that all complexes are good catalytic precursors for transfer hydrogenation of aryl alkyl ketones in 0.1 M iso-PrOH solution. This transfer hydrogenation is characterized by low reversibility under these conditions. (C) 2014 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipHarran University (HUBAK, Sanliurfa, Turkey) [12159]; Dicle University [2009 DPTK 120580]; Science and Technology Application and Research Center (DUPTAM)en_US
dc.description.sponsorshipPartial support from Harran University (HUBAK Project No: 12159, Sanliurfa, Turkey), Dicle University (Project number: 2009 DPTK 120580) and Science and Technology Application and Research Center (DUPTAM) is gratefully acknowledged.en_US
dc.identifier.doi10.1016/j.jfluchem.2014.03.004
dc.identifier.endpage16en_US
dc.identifier.issn0022-1139
dc.identifier.issn1873-3328
dc.identifier.scopus2-s2.0-84898748895
dc.identifier.scopusqualityQ2
dc.identifier.startpage9en_US
dc.identifier.urihttps://doi.org/10.1016/j.jfluchem.2014.03.004
dc.identifier.urihttps://hdl.handle.net/11468/15641
dc.identifier.volume162en_US
dc.identifier.wosWOS:000336827000002
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherElsevier Science Saen_US
dc.relation.ispartofJournal of Fluorine Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectFluorinated Boron Complexesen_US
dc.subjectFluorescenceen_US
dc.subjectCatalystsen_US
dc.subjectTransfer Hydrogenationen_US
dc.subjectKetoneen_US
dc.titleFluorine/phenyl chelated boron complexes: Synthesis, fluorescence properties and catalyst for transfer hydrogenation of aromatic ketonesen_US
dc.titleFluorine/phenyl chelated boron complexes: Synthesis, fluorescence properties and catalyst for transfer hydrogenation of aromatic ketones
dc.typeArticleen_US

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