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Lewis base-free thiophosphonium ion: a cationic sulfur atom transfer reagent

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Abstract

Phosphorus(V) sulfide and Lawesson's reagent are commonly used thionating reagents which are considered to operate after dissociation into highly reactive dithiophosphorane fragments. We report the synthesis and properties of a monomeric thiophosphonium ion [R2P[double bond, length as m-dash]S]+. The highly electrophilic species reacts with carbonyls in oxo-for-sulfido exchange reactions at room temperature and undergoes phosphorus–chalcogen bond metathesis reactions with phosphine chalcogenides.

Graphical abstract: Lewis base-free thiophosphonium ion: a cationic sulfur atom transfer reagent

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Submitted
09 Mar 2021
Accepted
16 Apr 2021
First published
16 Apr 2021

This article is Open Access

Chem. Commun., 2021, Advance Article
Article type
Communication

Lewis base-free thiophosphonium ion: a cationic sulfur atom transfer reagent

P. Löwe, T. Witteler and F. Dielmann, Chem. Commun., 2021, Advance Article , DOI: 10.1039/D1CC01273H

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