Summary
The trifunctional catalytic systems (TCS) consisting of bifunctional photocatalysts and transition metals will be designed to achieve the enantioselective N-α C(sp3)-H functionalization of amides (ENCHFA). Mechanistically, the bifunctional chiral hydrogen bonding-based aryl ketones will activate the amides to form α-amido radicals via HAT and control their reactivity in an enantioselective manner while transition metal will provide another opportunity to active substrates and accomplish the photocatalytic cycle via a radical relay. Combining chiral hydrogen bonding-based aryl ketones with Co catalysis, the protocol will develop the external oxidant-free enantioselective N-α C-H alkenylation, arylation and alkoxylation of amides with H2 evolution. Furthermore, the enantioselective N-α C-H trifluoromethylation of amides will be relized by merging chiral hydrogen bonding-based aryl ketones with Cu catalysis. The trifunctional catalytic systems will not only enrich the types of enantioselective C-H functionalization of amides, but also reveal the mechanism of trifunctional catalytic systems, as well as provide guidance for designing multiple systems in asymmetric catalysis.
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| Web resources: | https://cordis.europa.eu/project/id/101103744 |
| Start date: | 01-08-2023 |
| End date: | 31-07-2025 |
| Total budget - Public funding: | - 189 687,00 Euro |
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Original description
The trifunctional catalytic systems (TCS) consisting of bifunctional photocatalysts and transition metals will be designed to achieve the enantioselective N-α C(sp3)-H functionalization of amides (ENCHFA). Mechanistically, the bifunctional chiral hydrogen bonding-based aryl ketones will activate the amides to form α-amido radicals via HAT and control their reactivity in an enantioselective manner while transition metal will provide another opportunity to active substrates and accomplish the photocatalytic cycle via a radical relay. Combining chiral hydrogen bonding-based aryl ketones with Co catalysis, the protocol will develop the external oxidant-free enantioselective N-α C-H alkenylation, arylation and alkoxylation of amides with H2 evolution. Furthermore, the enantioselective N-α C-H trifluoromethylation of amides will be relized by merging chiral hydrogen bonding-based aryl ketones with Cu catalysis. The trifunctional catalytic systems will not only enrich the types of enantioselective C-H functionalization of amides, but also reveal the mechanism of trifunctional catalytic systems, as well as provide guidance for designing multiple systems in asymmetric catalysis.Status
SIGNEDCall topic
HORIZON-MSCA-2022-PF-01-01Update Date
31-07-2023
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