Abstract

N-alkyl-2/4-aminocycloiminium salts of pyridine on reaction with dichlorophenyl-phosphine in the presence of triethylamine generated a novel series of tricoordinated chiral halophosphines, which, through its asymmetric phosphorus atom, induced diastereotopicity in the geminal N-methylene group. Halophosphines have been synthesized as a key precursor, which, in situ converted to stable tetracoordinated phosphorus by oxidation with elemental sulfur to obtain a new series of synthon compounds with an active chlorine atom. Chlorothiophosphonates have also exhibited a similar chemical-shift nonequivalence of geminal protons of NCH 2 . These compounds have been used for generation of variety of chiral bisamidothiophosphonates and investigated for insecticidal activity against Holotrichia consanguinea (whitegrub), which is an active pest of the crops of North India.

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