CE07 - Chimie moléculaire

Surface-Organized Lewis Pairs for Asymmetric Multicatalysis – Surf-ORGALEP

Submission summary

The Surf-Orgalep project aims at the preparation of heterogeneous catalytic systems combining (chiral) organometallic and (chiral) organic catalysts immobilized through non-covalent interactions on specific carbonaceous supports to implement multicatalysis for cooperative transformations, by controlling the active sites location. Graphitic surfaces will be modified by surface-confined non-covalent self-assemblies creating “on demand” different types of networks acting as 2D molecular sieves at the liquid-solid interface. These nano-structured supports with tunable mesh parameters will constitute a fully defined host network for the two catalysts, thus placed very precisely in the pores as guest entities via pyrene-tags. These co-supported chiral species will be evaluated in new asymmetric multicatalysis reactions towards valuable scalemic synthons, exploiting the potential of chiral ITUs nucleophilic activation by combining them with chiral salen complexes in novel cooperative catalysis settings. We will apply this new dual catalysis to small-ring heterocycles which are natively poorly reactive toward enolates, and thus require electrophilic activation. These formal ITU/(salen)metal cycloadditions should lead to rare enantioenriched scaffolds, present in pharmacoactive compounds. Moreover, simple filtration will allow catalysts recovery, with the catalyst separated from the network, if needed, and evaluation of their reuse in subsequent runs. Special attention will also be paid to avoid metal release in the products, in order to best meet industry needs. Surf-Orgalep is fully in line with the B5 axis of this call, for the setup of a sustainable synthesis, allowing the recovery of the catalysts, and the recycling of both the active species and the support, unprecedented features in asymmetric multicatalysis.

Project coordination

Emmanuelle SCHULZ (Université Paris-Saclay)

The author of this summary is the project coordinator, who is responsible for the content of this summary. The ANR declines any responsibility as for its contents.

Partner

ILV Université Versailles Saint-Quentin-en-Yvelines
ICMMO Université Paris-Saclay

Help of the ANR 448,562 euros
Beginning and duration of the scientific project: November 2022 - 48 Months

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