Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides |
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| Authors: | Maxim V Musalov Vladimir A Potapov Arkady A Maylyan Alfiya G Khabibulina Sergey V Zinchenko Svetlana V Amosova |
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| Institution: | A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of The Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia; (M.V.M.); (A.A.M.); (A.G.K.); (S.V.Z.); (S.V.A.) |
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| Abstract: | Highly efficient stereoselective syntheses of novel bis(E-2-chlorovinyl) selenides and bis(E-2-bromovinyl) selenides in quantitative yields by reactions of selenium dichloride and dibromide with alkynes were developed. The reactions proceeded at room temperature as anti-addition giving products exclusively with (E)-stereochemistry. The glutathione peroxidase-like activity of the obtained products was estimated and compounds with high activity were found. The influence of substituents in the products on their glutathione peroxidase-like activity was discussed. |
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| Keywords: | alkynes bis(2-bromovinyl) selenides bis(2-chlorovinyl) selenides selenium dibromide selenium dichloride stereoselective synthesis |
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