Chemoselective synthesis of first representatives of bis(diorganothiophosphinyl)selenides, (R2P=S)2Se, from secondary phosphine sulfides and elemental selenium

Abstract

First bis(diorganothiophosphinyl)selenides, (R 2 P = S) 2 Se, have been synthesized in 74–86% yield by the chemoselective interaction of secondary phosphine sulfides with elemental selenium (1:1 molar ratio, 100 °C, 3 h, 1,4-dioxane); the alternative bis(diorganoselenophosphinyl)sulfides, (R 2 P = Se) 2 S, are not formed under these conditions. First bis(diorganothiophosphinyl)selenides, (R 2 P = S) 2 Se, have been synthesized in 74–86% yield by the chemoselective interaction of secondary phosphine sulfides with elemental selenium (1:1 molar ratio, 100 °C, 3 h, 1,4-dioxane); the alternative bis(diorganoselenophosphinyl)sulfides, (R 2 P = Se) 2 S, are not formed under these conditions. ► First representatives of bis(diorganothiophosphinyl)selenides were prepared. ► Reaction between secondary phosphine sulfides and selenium was investigated. ► The X-ray structures of (Cy 2 P=S) 2 Se and (Cy 2 P=S) 2 Se 2 were determined.