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Alkynyl phosphine derivatives

The formation of alkynephosphonic diesters through the isomerization of alkynyl phos-phorus(III) esters and subsequent prototropic rearrangement of the propadienylphos-phonic acid derivatives has already been discussed. An early listing of alkynyl-phosphonic and -phosphinic acid derivatives (and also related types of organophosphorus compounds) is available ... [Pg.97]

Esters and other derivatives of alkenyl- and alkynyl-phosphonic acids, and of the correspondingly unsaturated phosphinic acids, undergo a wide range of addition and cycloaddition reactions which will be considered more fully in Chapter 6. These reactions include applications of the Diels-Alder reaction to yield carbocyclic phosphonic acids based on mono- and poly-cyclic ring systems, some of which are precursors to other aromatic phosphonic acids. A typical example of this procedure is the addition of dimethyl (bromoethynyl)phosphonate to 2,3-dimethylbutadiene elimination of HBr from the 1 1 cycloadduct, using Et3N, affords dimethyl (2,3-dimethylphenyl)phosphonate. The addition of carbenes to alkenylphosphonic derivatives yields those of cyclopropylphos-phonic acids. ... [Pg.127]

The novel phospha-alkyne system (303) is formed in the reaction of lithium bis(trimethylsilyl)phosphide with 0,0 -diethyldithiocarbamate. C-chlorophosphaethyne, ClCsp, has been generated by the pyrolysis of trichloromethyldichlorophosphine over granulated zinc at 550°C, and characterised by infrared spectroscopy. A bimolecular proton transfer mechanism has been suggested for the base-promoted isomerism of alkynyl- and alkenyl-phosphines to the phospha-alkynes (304). The potential of phospha-alkynes as novel building blocks in heterocyclic chemistry has been reviewed. New examples of phospha-alkyne-derived... [Pg.37]

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See also in sourсe #XX -- [ Pg.450 ]



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