Abstract

The reaction of phosphorus trichloride and oxygen with fluoro-olefins gives mixtures containing phosphoric and phosphonic dichlorides together with C–C cleavage products. In a wide range of compounds of the type (RO)2P-(O)·CHX·CHYCl, including products derived from these reactions, elimination of HCl occurs stereospecifically or stereoselectively, and in the case of pairs of diastereoisomers stereoconvergently, to give the olefins (RO)2P(O)-CXCHY with X and Y cis. Suggestions are made concerning correlation of ground state conformational properties determined by 1H and 19F n.m.r. studies, with observed mode of HCl elimination.

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