4.1 Article

Solvent-free palladium-catalyzed addition of diaryl dichalcogenides to alkynes

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 53, Issue 3, Pages 561-565

Publisher

SPRINGER
DOI: 10.1023/B:RUCB.0000035637.57608.51

Keywords

vinyl sulfides; vinyl selenides; stereoselective addition; solvent-free reaction; homogeneous catalysis; palladium complexes

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Solvent-free palladium-catalyzed addition of diaryl disulfides and diselenides to terminal alkynes makes it possible to achieve high stereoselectivity and almost 100% yields in approximate to10 min using only 0.1 mol.% catalyst. Both Pd(PPh3)(4) and easily available Pd(OAc)(2) and PdCl2 can be used in the reaction with an excess of triphenylphosphine. The catalyst and triphenylphosphine are readily recycled for repeated use. The study of the mechanism of the solvent-free catalytic reaction indicates that the process involves binuclear palladium complexes.

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