Copper complexes phosphine-borane

As has been the pattern in recent years, there has been considerable interest in the synthesis and characterisation of phosphide reagents derived from metals other than lithium, sodium, and potassium, and also in studies of the structure of metallophosphides in the solid state. A new route to P-chiral phosphine-boranes of high enantiopurity is afforded by treatment of the borane complexes of methyl(phenyl)phosphine with a copper(I) reagent, giving the copper-phosphido intermediate (83), which, on subsequent treatment with an iodoarene in the presence of a palladium(O) catalyst, gives the related chiral t-phosphine-borane (84), with retention of configuration at phosphorus. Organophosphido systems... 

REDUCTION, REAGENTS Bis(triphenyl-phosphine)copper tetrahydroborate. Borane-Pyridine. Calcium-Methylamine/ ethylenediaminc. Chlorobis(cyclopenta-dienyl)tetrahydroboratozirconium(IV). Chromium(II)-Amine complexes. Copper(0)-lsonitrile complexes. 2,2-Dihydroxy-l, 1-binaphthyl-Lithium aluminum hydride. Di-iododimethylsilane. Diisobutyl-aluminum 2,6-di-/-butylphenoxide. Diisobutyl aluminum hydride. Dimethyl sulfide-Trifluoroacetic anhydride. Disodium tetracarbonylferrate. Lithium-Ammonia. Lithium-Ethylenediamine. Lithium bronze. Lithium aluminum hydride. Lithium triethylborohydride. Potassium-Graphite. 1,3-Propanedithiol. Pyridine-Sulfur trioxide complex. 

In addition to the examples described previously, a tremendous variety of compounds have been prepared using palladium-catalyzed cross-coupling reactions due to the broad functional group tolerance. The combination of copper and palladium complexes have been used to promote the formation of borane-protected arylphosphines [298]. Palladium acetate catalyzed the coupling of halogenated benzoic acid derivatives leading to the formation of water-soluble phosphine ligands [299]. Aryl triflates have also been used in the phosphination reaction [300]. Functionalized tyrosine derivatives were converted... 

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