Phosphines phosphine dihalides

Wiley, G.A., Rein, B.M., and Hershkowitz, R.L., Studies in organophosphorus chemistry. II. Mechanism of the reaction of tertiary phosphine dihalides with alcohols, Tetrahedron Lett., 2509, 1964. 

The reaction of halogenotriphenylphosphonium halides (triphenyl-phosphine dihalides) with alcohols is a useful method for the synthesis of alkyl halides (see Section II,2b p. 239). It has been found88 that (alkoxymethylene)dimethyliminium halides are formed in the reactions of these reagents with alcohols in N,N-dimethylformamide a possible mechanism is shown. Hydrolysis of the (alkoxymethylene)-dimethyliminium halide intermediate affords a formic ester, whereas... 

Fluoride derivatives of palladium(II) and platinum(II), all of which are phosphine derivatives, can be most simply grouped into one of two subsections, namely neutral or cationic species. The neutral species are all of the form [MXF(PPh3)2] (M = Pd, Pt) where X can be Cl, Br, I, H, methyl, phenyl and C6F5. The synthetic route into these compunds involves either addition of HF to a metal phosphine dihalide or... 

Phosphine dihalides s. Tri-phenylphosphine difluoride Phospine imines (s. a. Phosphine aminoimines)... 

Without additional reagents Phosphine dihalides from phosphines... 

Phosphazo compounds s. Phosphine imines Phosphine dihalides... 

A few functional dihalides have been prepared. Some of these monomers are tabulated in Table 6.2. The monomers could be nitrated and then reduced to amine-functionalized monomers (Scheme 6.26).203 This approach was used to nitrate DCDPS or bis-4-fluorophenyl phenyl phosphine oxide.204 These monomers were used to copolymerize with some other activated dihalides as the comonomers. 

The reaction of aldehydes with carbon tetrachloride in the presence of excess tris(dimethylamino)phosphine has been used to prepare vinyl dihalides in yields of 50—70%. It is suggested that the reaction takes place via an intermediate salt (77), although the formation of this salt seems more likely to be analogous to the Perkow reaction than to involve attack on oxygen. 

The addition of bromine or iodine to Mes2Ge=PAr (Ar = 2,4,6-tri-/-butylphenyl) gave two major products the vicinal dihalide and the (halo-germyl)phosphine.59... 

Tellurium dihalide complexes L2TeX2 (L=ligand) tend to give planar 4-coordi-nated structures.2,3,9 From bidentate phosphine selenides dppmSe2 [Ph2P(=Se)CH2P(=Se)Ph2] and dppeSe2 two different kinds of 1 1 complexes... 

For example, direct treatment of red phosphorus with potassium hydroxide in a mixture of dioxane and water with a phase-transfer catalyst (benzyltriethylammonium chloride) allows direct reaction with primary haloalkanes to form the trialkylphosphine oxide in moderate (60-65%) yield.1415 Allylic and benzylic halides are similarly reported to generate the corresponding tertiary phosphine oxides. When the reaction is performed with a,(o-dihalides, cyclic products are generated only with four- and five-carbon chains the third site... 

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