Abstract
On-surface synthesis of covalently bond nanostructures under ultrahigh vacuum conditions has received increased attention in the recent years. This approach allows to study solvent-free chemical reactions and moreover to use well-defined substrates, which act as a catalyst and/or exerting steric effects leading to kinetic and regioselective control of the chemical process at hand. Recently, successful 1,3-dipolar azide–alkyne cycloaddition reactions were performed on metal substrates with complete regioselectivity of a specific product. This chapter presents a summary of these experimental efforts on different metal substrates, while also focusing on a comprehensive understanding of the catalyst prerequisite for on-surface coupling reactions and a quantitative description of steric effects dominating the coupling mechanism and the regioselectivity of the reaction products. Future perspectives for the bottom-up development of functional nanostructures involving on-surface azide–alkyne cycloadditions are discussed.
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Acknowledgements
The authors gratefully acknowledge the support of the Deutsche Forschungsgemeinschaft (DFG) through the collaborative research center SFB 858 (project B2) and the transregional collaborative research center TRR 061 (projects B3 and B7).
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Díaz Arado, O., Mönig, H., Fuchs, H. (2016). On-Surface Synthesis by Azide–Alkyne Cycloaddition Reactions on Metal Surfaces. In: Gourdon, A. (eds) On-Surface Synthesis. Advances in Atom and Single Molecule Machines. Springer, Cham. https://doi.org/10.1007/978-3-319-26600-8_5
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DOI: https://doi.org/10.1007/978-3-319-26600-8_5
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