: Synthesis of a [2]Rotaxane through Multicomponent Reactions (Journal Article) Saura-Sanmartin, Adrian creator Lopez-Sanchez, Jorge | Lopez-Leonardo, Carmen | Pastor, Aurelia | Berna, Jose text Washington DC : American Chemical Society , 2023 monographic eng

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3355–3363p. Abstract: The synthesis of a [2]rotaxane through three- or five-component coupling reactions has been adapted to an organic chemistry experiment for upper-division students. The experimental procedure addresses the search for the most favorable reaction conditions for the synthesis of the interlocked compound, which is obtained in a yield of up to 71%. Moreover, the interlocked nature of the rotaxane is proven by NMR spectroscopy. The content of the sessions has been designed on the basis of a proactive methodology whereby upper-division undergraduate students have a dynamic role. The laboratory experience not only introduces students to the chemistry of the mechanical bond but also reinforces their previous knowledge of basic organic laboratory procedures and their skills with structural elucidation techniques such as NMR and FT-IR spectroscopies. The experiment has been designed in such a customizable way that both experimental procedures and laboratory material can be adapted to a wide range of undergraduate course curricula. ***______{For Hard Copy, Please visit Library.}________*** Upper-Division Undergraduate| Organic Chemistry| Hands-On Learning/Manipulatives| Noncovalent Interactions| Mechanical Bond| Rotaxanes| Supramolecular Chemistry 0021-9584 https://doi.org/10.1021/acs.jchemed.3c00163 https://doi.org/10.1021/acs.jchemed.3c00163 240116 20240116144240.0