A new general approach to a variety of unsymmetrical telluronium salts
has been developed. Treatment of diaryltellurinyl difluorides 1 with
silyl enol ethers 2 in the presence of BF3 . OEt(2) gave (2-oxoalkyl)d
iaryltelluronium tetrafluoroborates 3 in quantitative yield. When a si
loxycyclopropane, an allylsilane, a benzylstannane, an alkenylstannane
, an alkynylsilane, or an arylstannane was used in place of compound 2
, the corresponding 3-oxoalkyl-, allyl-, benzyl-, alkenyl-, and alkyny
ldiaryltelluronium tetrafluoroborates as well as the unsymmetrically t
riarylated telluronium salt were obtained in good yields. The Te-125 c
hemical shifts of these compounds span over the range delta 645-755 pp
m, which were in accordance with the onium nature of the tellurium cen
ter. An X-ray structural analysis of 3a clearly showed that the centra
l tellurium atom has a distorted-pyramidal structure with a weak coord
inative interaction between the tellurium and carbonyl oxygen atoms. T
he telluronium salt [Ph(2)TeCH(2)CH(2)C(=O)Bu-t](+)[BF4](-) easily tra
nsferred its alkyl moiety to a sulfinate anion to form the correspondi
ng alkyl phenyl sulfone and diphenyl telluride, while the base-promote
d reaction of [Ph(2)TeCH(2)C(=O)Ph](+)[BF4](-) with benzaldehyde affor
ded a chalcone and diphenyl telluroxide.