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Π–Π Stacking Complex Induces Three‐Component Coupling Reactions To Synthesize Functionalized Amines

Title data

Zhang, Tong ; Vanderghinste, Jaro ; Guidetti, Andrea ; Doorslaer, Sabine Van ; Barcaro, Giovanni ; Monti, Susanna ; Das, Shoubhik:
Π–Π Stacking Complex Induces Three‐Component Coupling Reactions To Synthesize Functionalized Amines.
In: Angewandte Chemie International Edition. Vol. 61 (2022) Issue 49 . - e202212083.
ISSN 1521-3773
DOI: https://doi.org/10.1002/anie.202212083

Abstract in another language

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.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I > Chair Organic Chemistry I - Univ.-Prof. Dr. Das Shoubhik
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 18 Jul 2023 08:54
Last Modified: 08 Nov 2023 11:23
URI: https://eref.uni-bayreuth.de/id/eprint/86125