An On-surface Diels-Alder Reaction
Overview
Affiliations
The Diels-Alder reaction is one of the most popular reactions in organic chemistry. However, its use in the field of on-surface synthesis is hampered by the spatial restrictions of this cycloaddition reaction. Herein we selected a cyclic strained triyne to demonstrate an on-surface hexadehydro-Diels-Alder reaction in a single molecule. The reaction was studied in detail by means of atomic force microscopy (AFM) with CO-functionalized tips. Our results pave the way to use this iconic pericyclic reaction for on-surface synthesis, introducing the concept of atom economy in the field.
Light-Induced Increase of the Local Molecular Coverage on a Surface.
Nacci C, Civita D, Schied M, Magnano E, Nappini S, Pis I J Phys Chem C Nanomater Interfaces. 2024; 128(14):5919-5926.
PMID: 38629116 PMC: 11017312. DOI: 10.1021/acs.jpcc.4c00559.
On-Surface Synthesis of Unsaturated Hydrocarbon Chains through C-S Activation.
Giovanelli L, Pawlak R, Hussein F, MacLean O, Rosei F, Song W Chemistry. 2022; 28(47):e202200809.
PMID: 35657383 PMC: 9540368. DOI: 10.1002/chem.202200809.
An on-surface Diels-Alder reaction.
Castro-Esteban J, Albrecht F, Fatayer S, Perez D, Gross L, Pena D Angew Chem Int Ed Engl. 2021; 60(50):26346-26350.
PMID: 34664770 PMC: 9298865. DOI: 10.1002/anie.202110311.