Etude par résonance magnétique nucléaire de composés organiques contenant des chalcogènes. I. L'anisole et ses analogues soufré, sélénié et tellure

Abstract

Results are reported of a study by ¹H and ¹³C nuclear magnetic resonance of anisole, thioanisole, selenoanisole and telluroanisole as well as of several of their para-substituted derivatives. If these compounds are considered as substituted methyl groups, they display a behaviour analogous to that of the methyl halides. It is possible to demonstrate that a linear relation exists between the proton and the carbon chemical shifts in the anisole series as well as in the methyl halides. Although these results most frequently are interpreted in terms of electronic effects, a 'heavy atom effect' must be invoked for the tellurium compounds. The experimental results do not contradict the hypothesis that the compounds studied have a planar configuration [Journal translation]