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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F12%3A10126168%21RIV13-MSM-11310___
rdf:type
n13:Vysledek skos:Concept
rdfs:seeAlso
http://dx.doi.org/10.1021/om3002087
dcterms:description
Three series of heterodinuclear ruthenium iron complexes have been synthesized from (eta(6)-arene)ruthenium dichloride dimers and phosphinoferrocene ligands containing glycine-based carboxamido substituents. The neutral complexes [(eta(6)-arene)RuCl2(Ph2PfcCONHCH2CO2Me-kappa P)] (4, arene = benzene (a), p-cymene (b), hexamethylbenzene (c); fc = ferrocene-1,1'-diyl) were obtained by the bridge cleavage reaction of [(eta(6)-arene)RuCl2](2) with Ph2PfcCONHCH2CO2Me (1) in chloroform solution. The complex [(eta(6)-p-cymene)RuCl2(Ph2PfcCONHCH2CONH2-kappa P)] (6b) was synthesized in the same way from Ph2PfcCONHCH2CONH2 (3); the preparation of [(eta(6)-p-cymene)RuCl2(Ph2PfcCONHCH2CO2H-kappa P)] (5b), featuring the ferrocene ligand in the free acid form (2), failed due to side reactions and isolation problems. The salts [(eta(6)-arene)RuCl(MeCN)(1-kappa P)][PF6] (7a-c) and [(eta(6)-arene)Ru(MeCN)2(1-kappa P)][PF6]2 (8a-c) were prepared from 1 and the acetonitrile precursors [(eta(6)-arene)RuCl(MeCN)2][PF6] and from 4a-c via halide removal with Ag[PF6] in acetonitrile solution, respectively. Alternative synthetic routes to 7b and 8b were also studied. The compounds were fully characterized by elemental analysis, multinuclear NMR, IR, and electrospray ionization mass spectra, and their electrochemical properties were studied by cyclic voltammetry at a Pt-disk electrode. All complexes showed high activity for the catalytic oxidation of secondary alcohols with tert-butyl hydroperoxide to give ketones in aqueous media. The most active catalyst was obtained from the neutral p-cymene complex 4b, showing a catalytic turnover frequency of 13 200 h(-1) at room temperature for the oxidation of 1-phenylethanol at a substrate/catalyst ratio of 100 000. Three series of heterodinuclear ruthenium iron complexes have been synthesized from (eta(6)-arene)ruthenium dichloride dimers and phosphinoferrocene ligands containing glycine-based carboxamido substituents. The neutral complexes [(eta(6)-arene)RuCl2(Ph2PfcCONHCH2CO2Me-kappa P)] (4, arene = benzene (a), p-cymene (b), hexamethylbenzene (c); fc = ferrocene-1,1'-diyl) were obtained by the bridge cleavage reaction of [(eta(6)-arene)RuCl2](2) with Ph2PfcCONHCH2CO2Me (1) in chloroform solution. The complex [(eta(6)-p-cymene)RuCl2(Ph2PfcCONHCH2CONH2-kappa P)] (6b) was synthesized in the same way from Ph2PfcCONHCH2CONH2 (3); the preparation of [(eta(6)-p-cymene)RuCl2(Ph2PfcCONHCH2CO2H-kappa P)] (5b), featuring the ferrocene ligand in the free acid form (2), failed due to side reactions and isolation problems. The salts [(eta(6)-arene)RuCl(MeCN)(1-kappa P)][PF6] (7a-c) and [(eta(6)-arene)Ru(MeCN)2(1-kappa P)][PF6]2 (8a-c) were prepared from 1 and the acetonitrile precursors [(eta(6)-arene)RuCl(MeCN)2][PF6] and from 4a-c via halide removal with Ag[PF6] in acetonitrile solution, respectively. Alternative synthetic routes to 7b and 8b were also studied. The compounds were fully characterized by elemental analysis, multinuclear NMR, IR, and electrospray ionization mass spectra, and their electrochemical properties were studied by cyclic voltammetry at a Pt-disk electrode. All complexes showed high activity for the catalytic oxidation of secondary alcohols with tert-butyl hydroperoxide to give ketones in aqueous media. The most active catalyst was obtained from the neutral p-cymene complex 4b, showing a catalytic turnover frequency of 13 200 h(-1) at room temperature for the oxidation of 1-phenylethanol at a substrate/catalyst ratio of 100 000.
dcterms:title
Heterodinuclear Arene Ruthenium Complexes Containing a Glycine-Derived Phosphinoferrocene Carboxamide: Synthesis, Molecular Structure, Electrochemistry, and Catalytic Oxidation Activity in Aqueous Media Heterodinuclear Arene Ruthenium Complexes Containing a Glycine-Derived Phosphinoferrocene Carboxamide: Synthesis, Molecular Structure, Electrochemistry, and Catalytic Oxidation Activity in Aqueous Media
skos:prefLabel
Heterodinuclear Arene Ruthenium Complexes Containing a Glycine-Derived Phosphinoferrocene Carboxamide: Synthesis, Molecular Structure, Electrochemistry, and Catalytic Oxidation Activity in Aqueous Media Heterodinuclear Arene Ruthenium Complexes Containing a Glycine-Derived Phosphinoferrocene Carboxamide: Synthesis, Molecular Structure, Electrochemistry, and Catalytic Oxidation Activity in Aqueous Media
skos:notation
RIV/00216208:11310/12:10126168!RIV13-MSM-11310___
n13:predkladatel
n19:orjk%3A11310
n3:aktivita
n14:Z n14:S n14:I
n3:aktivity
I, S, Z(MSM0021620857)
n3:cisloPeriodika
10
n3:dodaniDat
n4:2013
n3:domaciTvurceVysledku
n7:6298486 n7:8116997
n3:druhVysledku
n15:J
n3:duvernostUdaju
n12:S
n3:entitaPredkladatele
n17:predkladatel
n3:idSjednocenehoVysledku
138860
n3:idVysledku
RIV/00216208:11310/12:10126168
n3:jazykVysledku
n20:eng
n3:klicovaSlova
oxidation; amino acids; amides; phosphines; ferrocene ligands; ruthenium
n3:klicoveSlovo
n10:amides n10:phosphines n10:ferrocene%20ligands n10:oxidation n10:ruthenium n10:amino%20acids
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[9468D8137BE2]
n3:nazevZdroje
Organometallics
n3:obor
n16:CA
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
4
n3:rokUplatneniVysledku
n4:2012
n3:svazekPeriodika
31
n3:tvurceVysledku
Therrien, Bruno Štěpnička, Petr Suess-Fink, Georg Tauchman, Jiří
n3:wos
000304385600022
n3:zamer
n9:MSM0021620857
s:issn
0276-7333
s:numberOfPages
10
n11:doi
10.1021/om3002087
n18:organizacniJednotka
11310