Synthesis of Diarylmethanes by Cobalt-Catalyzed Reductive Cross-Coupling via Csp3–S Bond Activation

Abstract Various diarylmethane derivatives were synthesized by cobalt-catalyzed cross-electrophilic coupling of benzylsulfonium salts with various aryl bromides in moderate to good yields. This simple protocol exhibited good tolerance for various functional groups. We demonstrated that low-valent cobalt was able to activate both aryl halides and C–S bonds from stable benzyl sulfonium salts, readily available from alcohols. Preliminary mechanistic studies suggested the involvement of benzyl radicals generated from C–S bond cleavage through a single electron transfer.

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Publication Details

Journal
Synthesis
Published
2025-04-29
DOI
https://doi.org/10.1055/a-2596-9765
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94
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article

Synthesis of Diarylmethanes by Cobalt-Catalyzed Reductive Cross-Coupling via Csp3–S Bond Activation

Mengyu Gao, Corinne Gosmini, Muriel Durandetti
1 citations
Synthesis
Catalytic C–H Functionalization Methods
0.94
article

Synthesis of Diarylmethanes by Cobalt-Catalyzed Reductive Cross-Coupling via Csp3–S Bond Activation

Mengyu Gao, Corinne Gosmini, Muriel Durandetti
article en
1 citations

Abstract

Abstract Various diarylmethane derivatives were synthesized by cobalt-catalyzed cross-electrophilic coupling of benzylsulfonium salts with various aryl bromides in moderate to good yields. This simple protocol exhibited good tolerance for various functional groups. We demonstrated that low-valent cobalt was able to activate both aryl halides and C–S bonds from stable benzyl sulfonium salts, readily available from alcohols. Preliminary mechanistic studies suggested the involvement of benzyl radicals generated from C–S bond cleavage through a single electron transfer.

SynthesisVol. 57(21)
Centre National de la Recherche Scientifique (FR), Université Paris-Saclay (FR), Laboratoire de Chimie Moléculaire (FR), Institut de Chimie Moléculaire et des Matériaux d'Orsay (FR), Laboratoire COBRA (FR), Université de Rouen Normandie (FR)
Clean water and sanitation
Openalex Percentile: Top 27%
Catalytic C–H Functionalization Methods
0.94
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