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Through direct transmetalation reaction of  Z -vinylic tellurides with  n BuLi was observed the unexpected isomerization of double bonds leading to potassium  E -vinyltrifluoroborates salts in low to moderate yields. Using EPR  spin trapping  experiments the radical species that promoted the stereoinversion of  Z -vinylic organometallic species during the preparation of potassium vinyltrifluoroborate salts was identified. The experiments support the proposed mechanism, which is based on the homolytic cleavage of the Te n Bu bond.

Mechanistic aspects of the isomerization of Z-vinylic tellurides double bonds in the synthesis of potassium Z-vinyltrifluoroborate salts