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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. (en)
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 (en)
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 (en)
skos:notation
  • RIV/00216208:11310/12:10126176!RIV13-MSM-11310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, S, Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 31
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 123636
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/12:10126176
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • ruthenium; phosphane ligands; isomerization; structure elucidation; metallocenes (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [4A00BBCF97E6]
http://linked.open...i/riv/nazevZdroje
  • European Journal of Inorganic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • neuveden
http://linked.open...iv/tvurceVysledku
  • Císařová, Ivana
  • Schulz, Jiří
  • Štěpnička, Petr
http://linked.open...ain/vavai/riv/wos
  • 000310486000005
http://linked.open...n/vavai/riv/zamer
issn
  • 1434-1948
number of pages
http://bibframe.org/vocab/doi
  • 10.1002/ejic.201200733
http://localhost/t...ganizacniJednotka
  • 11310
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