4.7 Article

Design and synthesis of new macrocyclic cyclophanes using 1,3-dioxane units as bridges:: A molecular rocking chair

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 4, Pages 1337-1345

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0353987

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The design, synthesis and structural analysis of architecturally new cyclophanes (monomers, dimers, and trimers) are reported. Variable temperature NMR experiments reveal a regular, tandem dynamic in the cyclophane 2a that enables its description as a molecular rocking chair. The NMR and X-ray structure investigations show important intra- and intermolecular aromatic pi-stacking interactions.

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