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Synthesis and Reactions of New Tellurium-Substituted Terpenyl Compounds
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1  Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland

Abstract: In recent years, chalcogenides were widely used as efficient reagents and catalysts to create new carbon-oxygen, carbon-nitrogen and carbon-carbon bonds. Our previous research was focused on developing effective methods for the synthesis of new optically active organosulfur and organoselenium compounds derived from monoterpenes. Satisfying results prompted us to synthesize tellurium analogues. We have developed new methodologies for the synthesis of terpene ditellurides, tellurides, methyl terpenyl tellurides, and phenyl terpenyl tellurides from p-menthane, carane and pinane systems. The synthesis was based on the reaction of sodium telluride, sodium ditelluride, sodium benzenetellurolate, and sodium methanetellurolate with terpene tosylates, chlorides and epoxides. Additionally, terpene tellurides were converted in situ to telluronium ylides, and were used as reagents in asymmetric epoxydation. The best selectivity of epoxidation reaction was achieved for dicaranyl telluride.
Keywords: tellurides, ditellurides, monoterpenes
Comments on this paper
Claudio Santi
Dear prof. Scinowsky, thanks a lot for the really interesting contibute to ECSOC17.
I'm interested to know something about the stability of terpenil tellurides and ditellurides and if you know nothing concerning their antioxidant activity.
Thanks again. C.
Jacek Ścianowski
Dear prof. Santi terpenyl tellurides and terpenyl ditellurides are not very stable compounds. We have observed their decomposition at room temperature in air. Isolation of these compounds was made under argon atmosphere. They can be stored at -30 oC for a few weeks. We did not tested their antioxidant activity. We have only tried to use them for asymmetric epoxidation. Jacek