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Oxyfunctionalization of Allyl Thioether Ruthenium Complexes with Dimethyldioxirane

  • Wolfdieter A. Schenk , Bernhard Steinmetz , Michael Hagel , Waldemar Adam and Chantu R. Saha-Möller
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 52 Issue 11

Abstract Allyl thioether complexes [CpRu(P-P)(SRR′)]PF6 (P-P = Ph2PCH2PPh2 (dppm), Ph2PC2H4PP2 (dppe), R = Me, Et, Ph, R′ = 3-propenyl, 3-cyclohexenyl, 2-methyl-2-buten-4-yl) and [CpRu(chir)(SRR′)]PF6 (chir = (S,S)-Ph2PCHMeCHMePPh2, R = Me, CH2Ph, R′ = 2-methyl-2-buten-4-yl) are obtained from the corresponding thiolate complexes by reaction with the appropriate allyl bromide. Careful oxidation with dimethyldioxirane (DMD) gave the allyl sulfoxide complexes [CpRu(P-P)(MeS(O)CH2CH=CH2)]PF6 (P-P = dppm, dppe). Double oxidation to the corresponding sulfinylmethyl epoxide complexes can be readily achieved with an excess of DMD. Oxidation of the chir complexes proceeds with only moderate diastereoselectivity. The structure of the (R, R/S, S) diastereomer of [CpRu(dppm)(MeS(O)CH2CHCH2O)]PF6 was determined: monoclinic space group P21/c (No. 14), a = 11.21(2), b = 16.762(9), c = 18.45(4) Å, β = 94.4(1)°, Z = 4. For a representative example, the decomplexation of the sulfoxide-epoxide ligand by sodium iodide in acetone was demonstrated.

: Ruthenium Complexes; Sulfoxide; Epoxide; Dimethyldioxirane; Structure
Received: 1997-9-9
Published Online: 2014-6-2
Published in Print: 1997-11-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Oxotitan-Addukte mit Dimethylsulfoxid: [TiO(OSMe2)5]Cl2 und [Ti4O6(OSMe2)12]Cl4 · 5Me2SO · 1/2 H2O / Oxotitanium Compounds with Dimethylsulfoxide: [TiO(OSMe2)5]Cl2 and [Ti4O6(OSMe2)12]Cl4 · 5Me2SO · 1/2 H2O
  2. Reaktionen von Cadmium-und Quecksilber(II)halogeniden und -pseudohalogeniden mit Kronenethern: Kristallstrukturen der Komplexe von Benzo-18-krone-6 mit CdX2 und HgX2 (X = CI, Br) und von Dibenzo-18-krone-6 mit Hg(CN)2 / Reactions of Cadmium and Mercury(II) Halides and Pseudohalides with Crown Ethers: Crystal Structures of the Complexes of Benzo-18-crown-6 with CdX2 and HgX2 (X = Cl, Br) and of Dibenzo-18-crown-6 with Hg(CN)2
  3. [H2⊂(Mov2O4)6O4(μ2-OH)12(MoVIO3)4]6- and [Na⊂{(MoV2O4)3(μ2-OH)3H(PhP03)4}2]7-: A Further Example for the Validity of the Concept of Unit Construction in Polyoxometalate Chemistry
  4. Kristallstruktur von Bromnitrat BrONO2 / Crystal Structure of Bromine Nitrate BrONO2
  5. Crystal Structure of an Ammonium Dithiocyanatocuprate(I) Complex with 18-Crown-6, [NH4(18-Crown-6){Cu(NCS)2}] Obtained from Zero Valent Metal
  6. Donor-stabilisierte Trisalkinylborane. Kristallstruktur von H5C5N–B(C≡CH)3 und Elektronenstruktur von B(C≡CH)3 / Donor-Stabilized Trisalkinylboranes. Crystal Structure of H5C5N–B (C≡CH)3 and Electronic Structure of B(C≡CH)3
  7. Synthese und Kristallstruktur der Benzyltriphenylphosphonium-bromide: [C6H5-CH2P(C6H5)3]+Br-CH2Cl2 und [C6H5-CH2P(C6H5)3]+Br3- / Synthesis and Crystal Structures of (Benzyl)triphenylphosphonium Bromides, [C6H5-CH2P(C6H5)3]+Br-CH2Cl2 and [C6H5-CH2P(C6H5)3]+Br3-
  8. Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes
  9. Crystal and Molecular Structures of N,N'-Diphenyl-N"-trichloroacetyl- phosphorictriamide and N,N,-Tetraethyl-N"-benzoylphosphorictriamide. The Effect of Various Substituents on the Structural Parameters of the [C(O)N(H)P(O)] Moiety
  10. Die Struktur von GaAsO4 ·2H2O : Ein neues Mitglied der Variscit-Familie / The Structure of GaAsO4·2H2O : A New Member of the Variscite Family
  11. Planare CuO4-Polygone und eine einseitig offene Te4+O3-Koordination in SrCuTe2O6 / Planar CuO4 Polygons and a One-Sided Open Te4+O3 Coordination in SrCuTe2O6
  12. Contribution to the Chemistry of Boron, 241. Improved Synthesis of 2,4,6-Trichloroborazine
  13. Die Kristallstrukturen der isotypen Erdalkalimetall-Nitridowolfra- mat(VI)-Nitrid-Oxide Ca51[WN4]12N8O3 und Sr51[WN4]12N8O3 / The Crystal Structures of the Isotypic Alkaline Earth-Nitridotungstate(VI)- Nitride-OxidesCa51[WN4]12N8O3 and Sr51[WN4]12N8O3
  14. Oxyfunctionalization of Allyl Thioether Ruthenium Complexes with Dimethyldioxirane
  15. Prediction of Dissociation Constants of Ammonium Ion in 20 Mass % Ethanol + Water Mixed Solvent Solutions Containing Sodium Chloride
  16. Synthesis of N-(2-Phenyl-cyclopropyI)-Substituted Nucleoside Analogues
  17. Syntheses of Anomeric Pairs of New C-Nucleosides via 1,3-Dipolar Cycloaddition Reaction, Part I
  18. Syntheses of Anomeric Pairs of New C-Nucleosides via 1,3-Dipolar Cycloaddition Reaction, Part II
  19. A Convenient One-Pot Synthesis of Pyrazolo[3,4-d]pyrimidines and s-Triazolo[3,4-b][1,3,5]thiadiazines
  20. Isolation and Characterization of 1-Tigloyl-3-acetylazadirachtol from the Seed Kernels of the Thai Neem Azadirachta siamensis Valeton
  21. ab initio MO Optimization of Molecular Structures of Fluoro- and Chloro-Substituted Dibenzo-p-dioxines and the Effect of Halogen Substitution at the 2,3,7,8-Positions on Metabolic Attack
  22. Rb[B2P2O8(OH)] und Cs[B2P2O8(OH )]: Die ersten Borophosphate mit dreidimensional vernetzter Anionenteilstruktur /Rb[B2P2O8(OH)] and Cs[B2P2O8(OH )]: The First Borophosphates with a Threedimensional Anionic Tetrahedral Structure
  23. Asymmetrische Katalysen, 116. Triaza-und Tetraaza-Makrocyclen mit chiralen "pendant arms" in der enantio- selektiven Cyclopropanierung / Asymmetrie Catalyses, 116. Triaza and Tetraaza Macrocycles with Chiral Pendant Arms in the Enantioselective Cyclopropanation
https://doi.org/10.1515/znb-1997-1114

Articles in the same Issue

  1. Oxotitan-Addukte mit Dimethylsulfoxid: [TiO(OSMe2)5]Cl2 und [Ti4O6(OSMe2)12]Cl4 · 5Me2SO · 1/2 H2O / Oxotitanium Compounds with Dimethylsulfoxide: [TiO(OSMe2)5]Cl2 and [Ti4O6(OSMe2)12]Cl4 · 5Me2SO · 1/2 H2O
  2. Reaktionen von Cadmium-und Quecksilber(II)halogeniden und -pseudohalogeniden mit Kronenethern: Kristallstrukturen der Komplexe von Benzo-18-krone-6 mit CdX2 und HgX2 (X = CI, Br) und von Dibenzo-18-krone-6 mit Hg(CN)2 / Reactions of Cadmium and Mercury(II) Halides and Pseudohalides with Crown Ethers: Crystal Structures of the Complexes of Benzo-18-crown-6 with CdX2 and HgX2 (X = Cl, Br) and of Dibenzo-18-crown-6 with Hg(CN)2
  3. [H2⊂(Mov2O4)6O4(μ2-OH)12(MoVIO3)4]6- and [Na⊂{(MoV2O4)3(μ2-OH)3H(PhP03)4}2]7-: A Further Example for the Validity of the Concept of Unit Construction in Polyoxometalate Chemistry
  4. Kristallstruktur von Bromnitrat BrONO2 / Crystal Structure of Bromine Nitrate BrONO2
  5. Crystal Structure of an Ammonium Dithiocyanatocuprate(I) Complex with 18-Crown-6, [NH4(18-Crown-6){Cu(NCS)2}] Obtained from Zero Valent Metal
  6. Donor-stabilisierte Trisalkinylborane. Kristallstruktur von H5C5N–B(C≡CH)3 und Elektronenstruktur von B(C≡CH)3 / Donor-Stabilized Trisalkinylboranes. Crystal Structure of H5C5N–B (C≡CH)3 and Electronic Structure of B(C≡CH)3
  7. Synthese und Kristallstruktur der Benzyltriphenylphosphonium-bromide: [C6H5-CH2P(C6H5)3]+Br-CH2Cl2 und [C6H5-CH2P(C6H5)3]+Br3- / Synthesis and Crystal Structures of (Benzyl)triphenylphosphonium Bromides, [C6H5-CH2P(C6H5)3]+Br-CH2Cl2 and [C6H5-CH2P(C6H5)3]+Br3-
  8. Nickel(II)-Tyrosine-and -Tryptophan-Nucleobase Ternary Complexes
  9. Crystal and Molecular Structures of N,N'-Diphenyl-N"-trichloroacetyl- phosphorictriamide and N,N,-Tetraethyl-N"-benzoylphosphorictriamide. The Effect of Various Substituents on the Structural Parameters of the [C(O)N(H)P(O)] Moiety
  10. Die Struktur von GaAsO4 ·2H2O : Ein neues Mitglied der Variscit-Familie / The Structure of GaAsO4·2H2O : A New Member of the Variscite Family
  11. Planare CuO4-Polygone und eine einseitig offene Te4+O3-Koordination in SrCuTe2O6 / Planar CuO4 Polygons and a One-Sided Open Te4+O3 Coordination in SrCuTe2O6
  12. Contribution to the Chemistry of Boron, 241. Improved Synthesis of 2,4,6-Trichloroborazine
  13. Die Kristallstrukturen der isotypen Erdalkalimetall-Nitridowolfra- mat(VI)-Nitrid-Oxide Ca51[WN4]12N8O3 und Sr51[WN4]12N8O3 / The Crystal Structures of the Isotypic Alkaline Earth-Nitridotungstate(VI)- Nitride-OxidesCa51[WN4]12N8O3 and Sr51[WN4]12N8O3
  14. Oxyfunctionalization of Allyl Thioether Ruthenium Complexes with Dimethyldioxirane
  15. Prediction of Dissociation Constants of Ammonium Ion in 20 Mass % Ethanol + Water Mixed Solvent Solutions Containing Sodium Chloride
  16. Synthesis of N-(2-Phenyl-cyclopropyI)-Substituted Nucleoside Analogues
  17. Syntheses of Anomeric Pairs of New C-Nucleosides via 1,3-Dipolar Cycloaddition Reaction, Part I
  18. Syntheses of Anomeric Pairs of New C-Nucleosides via 1,3-Dipolar Cycloaddition Reaction, Part II
  19. A Convenient One-Pot Synthesis of Pyrazolo[3,4-d]pyrimidines and s-Triazolo[3,4-b][1,3,5]thiadiazines
  20. Isolation and Characterization of 1-Tigloyl-3-acetylazadirachtol from the Seed Kernels of the Thai Neem Azadirachta siamensis Valeton
  21. ab initio MO Optimization of Molecular Structures of Fluoro- and Chloro-Substituted Dibenzo-p-dioxines and the Effect of Halogen Substitution at the 2,3,7,8-Positions on Metabolic Attack
  22. Rb[B2P2O8(OH)] und Cs[B2P2O8(OH )]: Die ersten Borophosphate mit dreidimensional vernetzter Anionenteilstruktur /Rb[B2P2O8(OH)] and Cs[B2P2O8(OH )]: The First Borophosphates with a Threedimensional Anionic Tetrahedral Structure
  23. Asymmetrische Katalysen, 116. Triaza-und Tetraaza-Makrocyclen mit chiralen "pendant arms" in der enantio- selektiven Cyclopropanierung / Asymmetrie Catalyses, 116. Triaza and Tetraaza Macrocycles with Chiral Pendant Arms in the Enantioselective Cyclopropanation
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