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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F12%3A10126176%21RIV13-MSM-11310___
rdf:type
skos:Concept n13:Vysledek
rdfs:seeAlso
http://dx.doi.org/10.1002/ejic.201200733
dcterms:description
Phosphanylferrocenecarboxamide Ph2PfcCONHCH2CH2OH (1, fc = ferrocene-1,1'-diyl) and its newly synthesized congeners, Ph2PfcCONHCH(CH2OH)2 (2) and Ph2PfcCONHC(CH2OH)3 (3), were converted to a series of (eta(6)-arene)ruthenium complexes [(eta(6)-arene)RuCl2(L-kappa P)] (5-7), where arene is benzene, p-cymene, and hexamethylbenzene and L = 1-3. All compounds were characterized by multinuclear NMR and IR spectroscopy, by mass spectrometry, and by elemental analysis. The molecular structures of 2, 3, 3O (a phosphane oxide resulting from the oxidation of 3), 5c.CH2Cl2, and 6c.Et2O were determined by single-crystal X-ray diffraction analysis. The ruthenium complexes were further evaluated as catalysts in the redox isomerization of allyl alcohols to carbonyl compounds. Complex [(eta(6)-p-cymene)RuCl2(1-kappa P)] (5b) proved to be a particularly attractive catalyst, being both readily available and catalytically active. Substrates with unsubstituted double bonds were cleanly isomerized with this catalyst in 1,2-dichloroethane (0.5 mol-% Ru, 80 degrees C), whereas for those bearing substituents at the double bond (particularly in the position closer to the OH group) lower conversions and selectivities were achieved. A similar trend was noted when pure water was used as the solvent, except that the best results (complete conversion with 2 mol-% Ru) were seen for 1,3-diphenylallyl alcohol, the most hydrophobic substrate. Phosphanylferrocenecarboxamide Ph2PfcCONHCH2CH2OH (1, fc = ferrocene-1,1'-diyl) and its newly synthesized congeners, Ph2PfcCONHCH(CH2OH)2 (2) and Ph2PfcCONHC(CH2OH)3 (3), were converted to a series of (eta(6)-arene)ruthenium complexes [(eta(6)-arene)RuCl2(L-kappa P)] (5-7), where arene is benzene, p-cymene, and hexamethylbenzene and L = 1-3. All compounds were characterized by multinuclear NMR and IR spectroscopy, by mass spectrometry, and by elemental analysis. The molecular structures of 2, 3, 3O (a phosphane oxide resulting from the oxidation of 3), 5c.CH2Cl2, and 6c.Et2O were determined by single-crystal X-ray diffraction analysis. The ruthenium complexes were further evaluated as catalysts in the redox isomerization of allyl alcohols to carbonyl compounds. Complex [(eta(6)-p-cymene)RuCl2(1-kappa P)] (5b) proved to be a particularly attractive catalyst, being both readily available and catalytically active. Substrates with unsubstituted double bonds were cleanly isomerized with this catalyst in 1,2-dichloroethane (0.5 mol-% Ru, 80 degrees C), whereas for those bearing substituents at the double bond (particularly in the position closer to the OH group) lower conversions and selectivities were achieved. A similar trend was noted when pure water was used as the solvent, except that the best results (complete conversion with 2 mol-% Ru) were seen for 1,3-diphenylallyl alcohol, the most hydrophobic substrate.
dcterms:title
Arene-Ruthenium Complexes with Phosphanylferrocenecarboxamides Bearing Polar Hydroxyalkyl Groups - Synthesis, Molecular Structure, and Catalytic Use in Redox Isomerizations of Allylic Alcohols to Carbonyl Compounds Arene-Ruthenium Complexes with Phosphanylferrocenecarboxamides Bearing Polar Hydroxyalkyl Groups - Synthesis, Molecular Structure, and Catalytic Use in Redox Isomerizations of Allylic Alcohols to Carbonyl Compounds
skos:prefLabel
Arene-Ruthenium Complexes with Phosphanylferrocenecarboxamides Bearing Polar Hydroxyalkyl Groups - Synthesis, Molecular Structure, and Catalytic Use in Redox Isomerizations of Allylic Alcohols to Carbonyl Compounds Arene-Ruthenium Complexes with Phosphanylferrocenecarboxamides Bearing Polar Hydroxyalkyl Groups - Synthesis, Molecular Structure, and Catalytic Use in Redox Isomerizations of Allylic Alcohols to Carbonyl Compounds
skos:notation
RIV/00216208:11310/12:10126176!RIV13-MSM-11310___
n13:predkladatel
n14:orjk%3A11310
n3:aktivita
n12:I n12:S n12:Z
n3:aktivity
I, S, Z(MSM0021620857)
n3:cisloPeriodika
31
n3:dodaniDat
n19:2013
n3:domaciTvurceVysledku
n11:9177590 n11:3157962 n11:8116997
n3:druhVysledku
n10:J
n3:duvernostUdaju
n5:S
n3:entitaPredkladatele
n8:predkladatel
n3:idSjednocenehoVysledku
123636
n3:idVysledku
RIV/00216208:11310/12:10126176
n3:jazykVysledku
n18:eng
n3:klicovaSlova
ruthenium; phosphane ligands; isomerization; structure elucidation; metallocenes
n3:klicoveSlovo
n6:metallocenes n6:structure%20elucidation n6:isomerization n6:phosphane%20ligands n6:ruthenium
n3:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n3:kontrolniKodProRIV
[4A00BBCF97E6]
n3:nazevZdroje
European Journal of Inorganic Chemistry
n3:obor
n9:CA
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
3
n3:rokUplatneniVysledku
n19:2012
n3:svazekPeriodika
neuveden
n3:tvurceVysledku
Štěpnička, Petr Císařová, Ivana Schulz, Jiří
n3:wos
000310486000005
n3:zamer
n21:MSM0021620857
s:issn
1434-1948
s:numberOfPages
11
n17:doi
10.1002/ejic.201200733
n4:organizacniJednotka
11310