Synthesis and characterization of new (N-diphenylphosphino)-isopropylanilines and their complexes: crystal structure of (Ph2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactions

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dc.contributor.authorAydemir, Murat
dc.contributor.authorBaysal, Akın
dc.contributor.authorGürbüz, Nevin
dc.contributor.authorÖzdemir, İsmail
dc.contributor.authorGümgüm, Bahattin
dc.contributor.authorÖzkar, Saim
dc.contributor.authorÇaylak, Nagihan
dc.contributor.orcid0000-0001-7294-6792
dc.contributor.orcid0000-0003-3201-3597
dc.contributor.orcid0000-0001-6325-0216
dc.date.accessioned2024-04-24T15:59:18Z
dc.date.available2024-04-24T15:59:18Z
dc.date.issued2010
dc.departmentDicle Üniversitesi, Fen Fakültesi, Kimya Bölümüen_US
dc.description.abstractThree new (N-diphenylphosphino)-isopropylanilines, having isopropyl substituent at the carbon 2- (1) 4- (2) or 2,6- (3) were prepared from the aminolysis of chlorodiphenylphosphine with 2-isopropylaniline,4-isopropylaniline or 2,6-diisopropylaniline, respectively, under anaerobic conditions. Oxidation of 1,2 and 3 with aqueous hydrogen peroxide, elemental sulfur or gray selenium gave the corresponding oxides, sulfides and selenides (Ph2P=E)NH-C6H4-2-CH(CH3)(2), (Ph2P=E)NH-C6H4-4-CH(CH3)(2) and (Ph2P=E)NH-C6H4-2,6-[CH(CH3)(2)](2), where E = O, S, or Se, respectively. The reaction of [M(cod)Cl-2] (M = Pd, Pt; cod = 1,5-cyclooctadiene) with two equivalents of 1,2 or 3 yields the corresponding monodendate complexes [M((Ph2P)NH-C6H4-2-CH(CH3)(2))(2)Cl-2], M = Pd 1d, M = Pt 1e, [M((Ph2P)NH-C6H4-4-CH(CH3)(2))(2)Cl-2], M = Pd 2d, M = Pt 2e and [M((Ph2P)NH-C6H4-2,6-(CH(CH3)(2))(2))(2)Cl-2], M = Pd 3d, M = Pt 3e, respectively. All the compounds were isolated as analytically pure substances and characterized by NMR, IR spectroscopy and elemental analysis. Furthermore, representative solid-state structure of [(Ph2P=S)NH-C6H4-4-CH(CH3)(2)] (2b) was determined using single crystal X-ray diffraction technique. The complexes 1d-3d were tested and found to be highly active catalysts in the Suzuki coupling and Heck reaction, affording biphenyls and stilbenes, respectively. Copyright (C) 2009 John Wiley & Sons, Ltd.en_US
dc.description.sponsorshipTurkish Academy of Sciences; Dicle University [DUAPK 05-FF-27]en_US
dc.description.sponsorshipPartial support from Turkish Academy of Sciences and Dicle University (project number DUAPK 05-FF-27) is gratefully acknowledgeden_US
dc.identifier.citationAydemir, M., Baysal, A., Gürbüz, N., Özdemir, İ., Gümgüm, B., Özkar, S. ve diğerleri. (2010). Synthesis and characterization of new (N-diphenylphosphino)-isopropylanilines and their complexes: crystal structure of (Ph2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactions. Applied Organometallic Chemistry, 24(1), 17-24.
dc.identifier.doi10.1002/aoc.1576
dc.identifier.endpage24en_US
dc.identifier.issn0268-2605
dc.identifier.issn1099-0739
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-73949088322
dc.identifier.scopusqualityQ1
dc.identifier.startpage17en_US
dc.identifier.urihttps://doi.org/10.1002/aoc.1576
dc.identifier.urihttps://hdl.handle.net/11468/13957
dc.identifier.urihttps://onlinelibrary.wiley.com/doi/epdf/10.1002/aoc.1576
dc.identifier.volume24en_US
dc.identifier.wosWOS:000273413600004
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorAydemir, Murat
dc.institutionauthorBaysal, Akın
dc.institutionauthorGümgüm, Bahattin
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofApplied Organometallic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAminophosphineen_US
dc.subjectCrystal structureen_US
dc.subjectCatalysisen_US
dc.subjectHeck reactionen_US
dc.subjectSuzuki couplingen_US
dc.titleSynthesis and characterization of new (N-diphenylphosphino)-isopropylanilines and their complexes: crystal structure of (Ph2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactionsen_US
dc.titleSynthesis and characterization of new (N-diphenylphosphino)-isopropylanilines and their complexes: crystal structure of (Ph2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactions
dc.typeArticleen_US

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