Diazo Decomposition and Carbene Transfer Mediated by a Pincer Gold(III) Complex

The pincer triflimide Au(III) complex (N∧C∧C)AuNTf2 2 is shown to decompose aryl diazo compounds Ph2CN2, (Dmp)CN2H (Dmp = 2,6-dimesitylphenyl), and (p-F3CPh)CN2H and generate the corresponding Au(III) carbene complexes. Azine compounds resulting from carbene/diazo coupling have been isolated and structurally characterized. Carbene transfer to external reagents such as trimethylsilyl azide, methanol, and styrene affords the corresponding imine, ether, and cyclopropane under both stoichiometric and catalytic conditions.

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Publication Details

Journal
Organometallics
Published
2024-08-26
DOI
https://doi.org/10.1021/acs.organomet.4c00274
Citations
5
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
1.25

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article

Diazo Decomposition and Carbene Transfer Mediated by a Pincer Gold(III) Complex

Sonia Mallet‐Ladeira, Liyao Ma, Didier Bourissou, Rui Wei
5 citations
Organometallics
Cyclopropane Reaction Mechanisms
1.25
article

Diazo Decomposition and Carbene Transfer Mediated by a Pincer Gold(III) Complex

Sonia Mallet‐Ladeira, Liyao Ma, Didier Bourissou, Rui Wei
article en
5 citations

Abstract

The pincer triflimide Au(III) complex (N∧C∧C)AuNTf2 2 is shown to decompose aryl diazo compounds Ph2CN2, (Dmp)CN2H (Dmp = 2,6-dimesitylphenyl), and (p-F3CPh)CN2H and generate the corresponding Au(III) carbene complexes. Azine compounds resulting from carbene/diazo coupling have been isolated and structurally characterized. Carbene transfer to external reagents such as trimethylsilyl azide, methanol, and styrene affords the corresponding imine, ether, and cyclopropane under both stoichiometric and catalytic conditions.

OrganometallicsVol. 43(17)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), Institut de Chimie (FR), Laboratoire Hétérochimie Fondamentale et Appliquée (FR)
Agence Nationale de la Recherche, Université de Toulouse, Centre National de la Recherche Scientifique
Clean water and sanitation
Openalex Percentile: Top 23%
Cyclopropane Reaction Mechanisms
1.25
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