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Metal-ligand-Lewis acid multi-cooperative catalysis: a step forward in the Conia-ene reaction.

ABSTRACT: An original multi-cooperative catalytic approach was developed by combining metal-ligand cooperation and Lewis acid activation. The [(SCS)Pd]₂ complex featuring a non-innocent indenediide-based ligand was found to be a very efficient and versatile catalyst for the Conia-ene reaction, when associated with Mg(OTf)₂. The reaction operates at low catalytic loadings under mild conditions with HFIP as a co-solvent. It works with a variety of substrates, including those bearing internal alkynes. It displays complete 5-exo vs. 6-endo regio-selectivity. In addition, except for the highly congested ^t Bu-substituent, the reaction occurs with high Z vs. E stereo-selectivity, making it synthetically useful and complementary to known catalysts.

SUBMITTER: Clerc A

PROVIDER: S-EPMC8178805 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Metal-ligand-Lewis acid multi-cooperative catalysis: a step forward in the Conia-ene reaction.

Clerc Arnaud A Marelli Enrico E Adet Nicolas N Monot Julien J Martín-Vaca Blanca B Bourissou Didier D

Chemical science 20201030 1

An original multi-cooperative catalytic approach was developed by combining metal-ligand cooperation and Lewis acid activation. The [(SCS)Pd]<sub>2</sub> complex featuring a non-innocent indenediide-based ligand was found to be a very efficient and versatile catalyst for the Conia-ene reaction, when associated with Mg(OTf)<sub>2</sub>. The reaction operates at low catalytic loadings under mild conditions with HFIP as a co-solvent. It works with a variety of substrates, including those bearing in ...[more]

PMID: 34163606

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