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Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053

Abstract

STEFANI, Hélio A.; PENA, Jesus M.; ZUKERMAN-SCHPECTOR, Julio  and  TIEKINK, Edward R. T.. Synthesis of 1,3-diynes via detelluration of bis(ethynyl)tellurides. J. Braz. Chem. Soc. [online]. 2011, vol.22, n.8, pp.1439-1445. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532011000800006.

The synthesis of symmetric conjugated diyne systems with electron-withdrawing or electron-donating substituents via a palladium-catalyzed detelluration of bis(arylethynyl)tellurides and bis(alkylethynyl)tellurides is described. This procedure is effected under atmospheric conditions in DMF using Pd(OAc)2 as a catalyst and AgOAc as an additive in the presence of triethylamine. This route offers efficient access to conjugated diyne systems in short reaction time. X-ray crystallographic structure and solid-state conformation of bis(p-tolylethynyl)telluride show a supramolecular chain aligned along the b axis, sustained by C-H...π interactions.

Keywords : tellurium; bis(phenylethynyl)tellurides; bis(alkynylethynyl)tellurides; detelluration; diynes; palladium.

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