Mild preparation of functionalized [2.2]paracyclophanes via the Pummerer rearrangement |
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Authors: | Montanari Matteo Bugana Alberto Sharma Arvind K Pasini Dario |
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Affiliation: | Department of Chemistry and INSTM Research Unit, University of Pavia, Viale Taramelli 10, 27100, Pavia, Italy. |
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Abstract: | [2.2]Paracyclophanes, incorporating functional groups in the aliphatic bridges, suitable for elimination to give [2.2]paracyclophanedienes, are synthesized through a novel approach. It relies on a double Pummerer rearrangement on dithiacyclophane precursors, followed by ring contraction through a photochemical sulfur extrusion, and it is compatible with aryl moieties possessing very different electronic properties. |
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