Diphenylphosphinic Chloride phosphine oxides

If the assumption of this reaction sequence is correct, the photolysis of tetraphenylphosphonium chloride must then only lead to biphenyl, diphenylphosphine, ethyl diphenyl-phosphinate and triphenylphosphine and its oxidation products. After 2 h of irradiation, biphenyl, diphenylphosphine and its oxidation products, triphenylphosphine and triphenylphosphine oxide, in a ratio of 3 1 5, along with raw material, are obtained. Ethyl diphenylphosphinate was detected in trace amounts7. These results support the postulate of the reversibility of phosphoranyl radical formation in such systems and indicate one-electron transfer processes15 in the formation and decomposition of the tetraarylphosphonium cation. This reaction is comparable to the observation of an electron transfer from halide ions to hydroxyl radicals or hydrogen atoms in aqueous solutions16,... 

In the reaction of nitroxyl with tertiary phosphines the corresponding aza-ylide was formed along with the phosphine oxide as the by-product (HNO + 2R3P R3P = NH + R3P = O). " A novel synthesis of pyrroles involves the reaction of a,p-unsaturated imines and acid chlorides. The cyclization is mediated by triphenylphosphine that is converted to the P-oxide during the reaction. In the reaction of phosphonoallenes with 2-iodophenol in the presence of Pd(OAc)2/PPh3, in addition of the expected benzofurans, the oxidized derivative of triphenylphosphine oxide (2-hydroxyphenyl-diphenylphosphine oxide) was also formed as a minor by-product. ... 

Compound 79 was obtained from the corresponding propargylic derivative (1 equiv) by treatment with diphenylphosphine chloride (1 equiv) in dichloromethane solution at -78 °C for 1 h, in the presence of triethylamine (1 equiv). After [2,3]-sigmatropic rearrangement, the reaction mixture was heated at 37 °C in the presence of cyclohexadiene (0.01 M) for 16 h, tm = 8 h) to give the corresponding phosphine oxide toluene derivative 80 in 60% yield. 

The reaction of (-)-menthyl chloride with sodium diphenylphosphide in tetra-hydrofuran requires 48-54 hr at reflux temperature for completion. The elimination side reaction is still observed. However, by-products (isomeric menthenes and diphenylphosphine) arising from the elimination reaction are easily removed by distillation. The overall conversion of (-)-menthyl chloride to (+)-NMDPP is about 34%, not counting the (+)-NMDPP oxide produced during a typical work-up. The (+)-NMDPP ligand is rather sensitive to air oxidation in solution and (+)-NMDPP oxide can be a very tenacious impurity, but careful crystallization of the phosphine from deoxygenated ethanol gives (+)-NMDPP in 95% (or higher) purity. 

FeBgCigHso, [l,l-commo-bis(2,3-dicarba-l-ferra-c/oio-heptaborane)](12),2,2, 3,3 -tetraethyI-l,l-dihydro-, 22 215 FeBrMg02PC29H4s, Magnesium, bromo(Ti -cyclopentadienyI)[l, 2-ethanediyl-bis(diphenylphosphine)]bis-(tet ahy-d ofu an)i on-, (Fe-Mg), 24 172 FeBrP2C3iH29, Iron, bromo(Ti -cyclopenta-dienyl)[l,2-ethanediylbis(diphenyl-phosphine)]-, 24 170 FeQO, Iron chloride oxide intercalate with 4-aminopyridine (4 1),22 86... 

Preparation. This phosphine is prepared in 35% yield by the reaction of sodium diphenylphosphine with (-)-menthyl chloride in THF. This material contains about 5% of neomenthyldiphenylphosphine oxide as a tenacious impurity. 

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