Title :

One-pot controlled reduction of conjugated amides by sequential double hydrosilylation catalyzed by an iridium(iii) metallacycle

Author(s) :

Corre, Yann [Auteur]
Rysak, Vincent [Auteur]
Nagyhazi, Marton [Auteur]
Kalocsai, Dorottya [Auteur]
Trivelli, Xavier [Auteur]
Djukic, Jean-Pierre [Auteur]
Agbossou-Niedercorn, Francine [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Michon, Christophe [Auteur]
Unité de Catalyse et de Chimie du Solide (UCCS) - UMR 8181

Journal title :

European Journal of Organic Chemistry

Abbreviated title :

Eur. J. Org. Chem.

Publication date :

2020-09-24

ISSN :

1434-193X

Keyword(s) :

Sequential catalysis
Silyl ketene aminals
Iridium
Conjugated amides
Hydrosilylation

HAL domain(s) :

Chimie/Chimie de coordination

English abstract : [en]

A single and accessible cationic iridium III metallacycle catalyzes effectively the one-pot sequential double hydrosilylation of challenging -unsaturated secondary and tertiary amides to afford in a controlled and ...
Show more >A single and accessible cationic iridium III metallacycle catalyzes effectively the one-pot sequential double hydrosilylation of challenging -unsaturated secondary and tertiary amides to afford in a controlled and straightforward way the corresponding reduced products, that is to say the related secondary and tertiary amides and amines. The catalytic hydrosilylations of the conjugated amides described herein proceeded in good yields and high chemoselectivities. The critical silyl enolate, in other words silyl ketene aminal intermediate, has been observed and characterized by using control experiments, mass spectrometry and state of the art Nuclear Magnetic Resonance analyses. The present achievements indicate a promising potential of catalysts based on metallacycles for future significant developments in one-pot multicatalytic synthesis and therefore the production of highly functionalized and complex organic molecules.Show less >

Language :

Anglais

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CNRS
Centrale Lille
ENSCL
Univ. Artois
Université de Lille

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Research team(s) :

Méthodologie organométallique pour la catalyse homogène (MOCAH)

Submission date :

2022-03-02T07:14:59Z
2024-01-15T16:04:57Z