Abstract

Bis(diethylamino)[(methylthio)thiocarbonyl]carbenium salts ( 1), a carbenium ion carrying an α-thiocarbonyl group, shown ambident reactivities toward a series of nucleophiles. Thus, they reacted with a typically hard nucleophile, hydroxide, at the carbenium carbon atom, whereas they smoothly reacted with soft nucleophiles, such as carbon, nitrogen, sulfur, and phosphorus nucleophiles, at the thiocarbonyl sulfur atom.

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