Π–Π Stacking Complex Induces Three‐Component Coupling Reactions To Synthesize Functionalized Amines
Tong Zhang, Jaro Vanderghinste, Andrea Guidetti, Sabine Van Doorslaer, Giovanni Barcaro, Susanna Monti, Shoubhik Das
Abstract
π-π stacking and ion-pairing interactions induced the generation of α-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 π-π 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.