Dibutylphosphine

A mixture of methyl xanthate (0.4 mmol) and Bu2POH (dibutylphosphine oxide, 2.0 mmol) in dry dioxane (3 ml) was refluxed under an argon atmosphere, and then a solution of benzoyl peroxide (0.4 mmol) in dioxane (3 ml) was added dropwise to the mixture. After 90 min, the solvent was removed and the residue was chromatographed on silica gel to give the reduction product [22]. 

Temp. 25-30 C, EtjO) produced 15% diphenylphosphine in addition to 27% phenylphosphine. The alkylorganometallics, butyUithium and butylmag-nesium bromide, produced in the reaction with phosphorus only 7.9% butyl-phosphine and 1% dibutylphosphine, while phenylsodium and triisobutylalu-... 

Dibutylphosphinic acid was isolated from an analogous condensation (157). With a 1 2 ratio of phosphoryl chloride to organometallic... 

Butylmagnesium bromide from butyl bromide and Mg in ether added dropwise at ca. —60° under Ng to isobutyl dichlorophosphite and pyridine in ether, then petroleum ether added, and stored overnight dibutylphosphinous acid isobutyl ester. Y 72%. F. e. s. M. I. Kabachnik and E. N. Tsvetkov, Doklady Akad. Nauk S.S.S.R. 135, 323 (1960) G. A. 55, 14288f. 

Graphite (Dimethylformamide) Butyl iodide, phosphoms 0.005 80 Butylphosphine Dibutylphosphine Tetrabutylcyclotetra -phosphine and tetrabutyl-diphosphine 2 6.3 9.1 [33] [33] [33]... 

The favorable effect of a Brpnsted acid on the addition reaction of HP(0) compounds is also seen in the nickel-diphosphine complex-catalyzed addition of dibutylphosphine oxide to give the branched product as near the sole product (Scheme 40) [43]. 

Scheme 39 Hydrophosphinylative carbocyclization with dibutylphosphine oxide...

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