Influence of Both Steric Effects and Te···N Intramolecular Nonbonded Interactions on the Stabilization of Organotellurium Compounds Incorporating [2-[1-(3,5-Dimethylphenyl)-2- naphthyl]-4,5-dihydro-4,4-dimethyloxazole

Abstract

A series of novel low-valent organotellurium compounds incorporating [2-[1-(3,5-dimethylphenyl)-2-naphthyl]-4,5-dihydro-4,4-dimethyloxazole] (1) stabilized by Te···N nonbonded interactions have been synthesized. The synthesis has been achieved by the ortholithium route. The lithium arenetellurolate 3 was obtained by direct metalation of 1 with 1.6 M of n-BuLi in hexane followed by the insertion of tellurium into the Li−C bond. Oxidation of 3 then afforded the desired ditelluride 4. The reaction of 4 with a stoichiometric amount of sulfuryl chloride yielded stable tellurenyl(II) chloride 5, whereas the addition of an excess sulfuryl chloride led to the formation of tellurium(IV) trichloride 6. The stable bromo compound 7 was obtained by the controlled bromination of 4 with bromine. No tellurium tribromide formation was observed when the ditelluride was treated with an excess of bromine. Compound 4 underwent facile reaction with a stoichiometric amount of iodine to give a stable mono iodo compound (8). The ...