Regensburg 2022 – scientific programme
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O: Fachverband Oberflächenphysik
O 62: Surface Reactions and Heterogeneous Catalysis 1
O 62.9: Talk
Thursday, September 8, 2022, 12:30–12:45, H4
Abiotic Formation of an Amide Bond via Surface-Supported Direct Carboxyl-Amine Coupling — •Biao Yang1,2, Kaifeng Niu1,3, Felix Haag2, Nan Cao1,2, Junjie Zhang1, Haiming Zhang1, Qing Li1, Francesco Allegretti2, Jonas Björk3, Johannes Barth2, and Lifeng Chi1 — 1Institute of Functional Nano and Soft Materials (FUNSOM), Soochow University, Suzhou 215123 (P. R. China) — 2Physics Department E20, Technical University of Munich, D-85748 Garching, (Germany) — 3Department of Physics, Chemistry and Biology, IFM, Linkçping University, 58183 Linköping (Sweden)
Amide bond formation is one of the most important reactions in biochemistry, notably being of crucial importance for the origin of life. Herein, we combine scanning tunneling microscopy and X-ray photoelectron spectroscopy studies to provide evidence for thermally activated abiotic formation of amide bonds between adsorbed precursors through direct carboxyl-amine coupling under ultrahigh-vacuum conditions by means of on-surface synthesis. Complementary insights from temperature-programmed desorption measurements and density functional theory calculations reveal the competition between cross-coupling amide formation and decarboxylation reactions on the Au(111) surface. Furthermore, we demonstrate the critical influence of the employed metal support: whereas on Au(111) the coupling readily occurs, different reaction scenarios prevail on Ag(111) and Cu(111).[1] [1] Biao Yang+*, Kaifeng Niu+, et al. Angew. Chem. Int. Ed. anie.202113590 (2021)