Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 49, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202212083
Keywords
Ionic Complexes; Noncovalent Interactions; Visible Light; alpha-Amino Radicals
Categories
Funding
- Francqui foundation
- Odysseus grant
- FWO PhD Fellowship
- DOCPRO fellowship
- European Union [813209]
- Marie Curie Actions (MSCA) [813209] Funding Source: Marie Curie Actions (MSCA)
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This study demonstrates a synthetic method that generates α-amino radicals under visible light irradiation through pi-pi stacking and ion-pairing interactions, without the need for expensive photocatalysts. Using this strategy, functionalized amines can be constructed via three-component coupling reactions with yields up to 90%. Additionally, this method enables the synthesis of complex functionalized amines with high yields.
pi-pi stacking and ion-pairing interactions induced the generation of a-amino radicals under the irradiation of visible light without the requirement of an expensive photocatalyst. This strategy enabled the construction of functionalized amines via three-component coupling reactions with broad scope (we report > 50 examples with an up to 90 % yield). This synthetic pathway also delivered complex functionalized amines with a very high yield. Quantum chemistry Density Functional Theory (DFT) calculations identified pi-pi stacked ionic complexes; time-dependent DFT was employed to simulate the absorption spectra, and nudged elastic band (NEB) methodology provided a possible interaction/reaction picture of the selected species.
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