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Phosphane Oxide (phosphane + oxide)

Distribution by Scientific Domains

Chemistry	100%

Selected Abstracts

Preparation and Reactivity of Chalcogenyl Phosphonates and Phosphane Oxides

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 29 2007
Claudio C. Silveira
Abstract The preparation of new bis[(diphenylphosphinoyl)methyl] sulfides, selenides, and tellurides is described by the reaction of (diphenylphosphinoyl)methyl p -toluenesulfonate with sodium chalcogenides. The title compounds are subjected to Horner,Wittig-type reactions with aldehydes and ketones to give symmetrical divinylic sulfides, selenides, and tellurides with preferential (E) stereochemistry. Unsymmetrical divinylic sulfides can be prepared by the use of an appropriate carbonyl compound.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]

Synthesis of Amidines Derived from Phosphonates and Phosphane Oxides , Amidine-Mediated Preparation of Phosphorylated Oxazolines.

CHEMINFORM, Issue 25 2003
Francisco Palacios
No abstract is available for this article. [source]

Propyne Iminium Salts and Phosphorus(III) Nucleophiles: Synthesis of (3-Morpholinoallenyl)phosphanes and -phosphane Oxides or 1-(Morpholinopropargyl)phosphanes and -phosphonates

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 11 2003
Martin Reisser
Abstract Treatment of 4-(1,3-diphenyl-l-propynylidene)morpholinium triflate (1a) with the neutral phosphorus nucleophiles Me3Si,PPh2, Me3Si,P(Ph)C5H11, and Me3SiO,PPh2 affords (3-morpholinoallenyl)phosphanes 4 and 5 and (3-morpholinoallenyl)phosphane oxide 11, respectively. In contrast to these conjugate addition reactions at the ambident propyne iminium moiety of 1a, nucleophilic attack by Me3Si,PEt2 and Me3SiO,P(OEt)2 takes place at the iminium function and gives (1-morpholinopropargyl)phosphane 6 and (1-morpholinopropargyl)phosphonate 12, respectively. Propyne iminium salt 1b reacts with Me3Si,PPh2 to form (3-morpholino-1,3-butadienyl)phosphane oxide 8. The bis(donor)-substituted allene 4 is transformed by oxidation of the phosphorus substituent into the push-pull substituted allenylphosphane oxide 11. Treatment of allene 4 with elemental sulfur results in the formation of betaine 16, which undergoes [3+2] cycloaddition reactions with acetylenic esters to afford 5-benzylidene-4,5-dihydrothiophenes 17 and 18. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]

Synthesis, Coordination and Catalytic Utility of Novel Phosphanyl,ferrocenecarboxylic Ligands Combining Planar and Central Chirality

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 16 2007
Martin Lama
Abstract The chiral ferrocene derivative (R,Rp)-2-[1-(diphenylphosphanyl)ethyl]ferrocenecarboxylic acid (1) is prepared together with selected derivatives resulting from modification at the phosphane moiety [P -oxide (5) and P -sulfide (4)] and the carboxyl group {amides bearing benzyl (6) and (R)- or (S)-1-phenylethyl substituents [(R)- 7 and (S)- 7] at the amide nitrogen atom}. Acid 1 and amide 6 are studied as ligands in rhodium and palladium complexes. Bridge cleavage of the dimer [{Rh(,-Cl)Cl(,5 -C5Me5)}2] with 1 gives [RhCl2(,5 -C5Me5)(1 -,P)] (9) containing P-monodentate 1, which undergoes smooth conversion to the (phosphanylalkyl)ferrocenecarboxylato complex [RhCl(,5 -C5Me5){Fe(,5 -C5H5)(,5 -C5H3 -1-CH(Me)PPh2 -2-COO-,2O,P}] (10) upon treatment with silica gel or alumina. Yet another O,P -chelate complex,[Rh{Fe(,5 -C5H5)(,5 -C5H3 -1-CH(Me)PPh2 -2-COO-,2O,P}(CO)(PCy3)] (11; Cy = cyclohexyl) is obtained directly by an acid-base reaction between the acetylacetonato complex [Rh(acac)(CO)(PCy3)] and 1. Amide 6 reacts with [{Pd(,-Cl)(,3 -C3H5)}2] to give the expected phosphane complex [PdCl(,3 -C3H5)(6 -,P)] (12), while the replacement of the cyclooctadiene (cod) ligand in [PdCl(Me)(cod)] affords the chelate complex [PdCl(Me)(6 -,2O,P)] (13). All compounds are characterised by spectroscopic methods and the solid-state structures of 5, 9, 11, 13, (R,Sp)-2-[1-(diphenylphosphoryl)ethyl]-1-[N -(R)-(1-phenylethyl)carbamoyl]ferrocene [(R)- 8; phosphane oxide from (R)- 7], and the synthetic precursors (R,Sp)-1-bromo-2-[1-(diphenylphosphanyl)ethyl]ferrocene (2) and (R,Sp)-1-bromo-2-[1-(diphenylthiophosphoryl)ethyl]ferrocene (3) determined by single-crystal X-ray diffraction. The catalytic properties of 1 and the amides are probed in enanatioselective rhodium-catalysed hydrogenation and palladium-catalysed asymmetric allylic alkylation. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]

Synthesis of Enantiopure 1- r -Aryl-2- c,5- t -diphenylphospholane Oxides and Boranes by Pd-Catalyzed C,P Bond Formation

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 3 2006
Martial Toffano
Abstract New chiral enantiopure phospholane oxides 1 and boranes 5 were obtained from efficient carbon,phosphorus bond formation by organocuprate or palladium-catalyzed reactions. C,P cross-coupling reactions between chiral phosphane oxide 3 or borane 4 and various aryl derivatives are presented.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source]

Propyne Iminium Salts and Phosphorus(III) Nucleophiles: Synthesis of (3-Morpholinoallenyl)phosphanes and -phosphane Oxides or 1-(Morpholinopropargyl)phosphanes and -phosphonates

Unprecedented Rearrangement of Molybdenum(VI) Oxide to (,2 -Oxido)bis[dioxidomolybdenum(VI)] Hexamolybdate

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 25 2007
María R. Pedrosa
Abstract MoO2(acac)2 reacts with water, amides, sulfoxides, and phosphane oxides in aqueous methanol, under mild conditions, to afford a new family of molybdates of composition [Mo2O5L6][Mo6O19] (L = H2O, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, dibutyl sulfoxide, tributylphosphane oxide, triphenylphosphane oxide, hexamethylphosphoramide). The crystal and molecular structures of the two first structurally characterized (,2 -oxido)bis[dioxidomolybdenum(VI)] hexamolybdates were established by X-ray diffraction analysis. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]

New Monodentate P,C-Stereogenic Bicyclic Phosphanes: 1-Phenyl-1,3a,4,5,6,6a-hexahydrocyclopenta[b]phosphole and 1-Phenyloctahydrocyclopenta[b]phosphole

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 18 2004
Zbigniew Pakulski
Abstract Racemic1-phenyl-1,3a,4,5,6,6a-hexahydrocyclopenta[b]phosphole (4) was separated into enantiomerically pure 1-phenyl-1,3a,4,5,6,6a-hexahydrocyclopenta[b]phosphole 1-oxides [(RP)- 6 and (SP)- 6] by an oxidative resolution procedure involving treatment of 4 with menthyl bromoacetate, crystallization of the resulting diastereoisomeric phosphonium bromides 8, and stereoselective hydrolysis of the diastereomerically pure salts to the corresponding enantiomerically pure phosphane oxides. Stereoretentive reduction of P=O in (RP)- 6 gave enantiomerically pure (SP)- 4. Hydrogenation of (SP)- 6 and subsequent reduction of P=O afforded saturated 1-phenyloctahydrocyclopenta[b]phosphole [(RP)- 5]. Monophosphanes (SP)- 4 and (RP)- 5 were tested as chiral ligands and catalysts in model asymmetric hydrogenation and C,C bond-forming reactions. Enantioselectivities of up to 95% were observed. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]