Skip to Main content Skip to Navigation
Journal articles

SO$_2$ conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling

Aurélien Adenot 1 Joëlle Char 1 Niklas von Wolff 1 Guillaume Lefevre 1 Lucile Anthore-Dalion 1 Thibault Cantat 1, *
* Corresponding author
1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)
NIMBE UMR 3685 - Nanosciences et Innovation pour les Matériaux, la Biomédecine et l'Energie (ex SIS2M)
Abstract : A sulfonylative Hiyama cross-coupling reaction using gaseous SO$_2$ is described, using Pd-catalysts. The use of silicon-based nucleophiles leads to the formation of allyl sulfones under mild conditions with a broad functional group tolerance. Control experiments coupled with DFT calculations shed light on the key steps of the reaction mechanism, revealing the crucial role of a transient sulfinate anion.
Document type :
Journal articles
Complete list of metadatas

Cited literature [18 references]  Display  Hide  Download

https://hal-cea.archives-ouvertes.fr/cea-02311034
Contributor : Serge Palacin <>
Submitted on : Thursday, October 10, 2019 - 4:11:20 PM
Last modification on : Monday, February 10, 2020 - 6:13:58 PM

File

Adenot_ChemComm2019_V0.pdf
Files produced by the author(s)

Identifiers

Citation

Aurélien Adenot, Joëlle Char, Niklas von Wolff, Guillaume Lefevre, Lucile Anthore-Dalion, et al.. SO$_2$ conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling. Chemical Communications, Royal Society of Chemistry, 2019, 55, pp.12924-12927. ⟨10.1039/C9CC06858A⟩. ⟨cea-02311034⟩

Share

Metrics

Record views

117

Files downloads

216