A NEW GENERAL-METHOD FOR THE PREPARATION OF UNSYMMETRICAL TELLURONIUMSALTS

Citation
Y. Matano et al., A NEW GENERAL-METHOD FOR THE PREPARATION OF UNSYMMETRICAL TELLURONIUMSALTS, Organometallics, 15(17), 1996, pp. 3760-3765
Citations number
49
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
ISSN journal
02767333
Volume
15
Issue
17
Year of publication
1996
Pages
3760 - 3765
Database
ISI
SICI code
0276-7333(1996)15:17<3760:ANGFTP>2.0.ZU;2-3
Abstract
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.