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Issue 14, 2011
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Mild preparation of functionalized [2.2]paracyclophanes via the Pummerer rearrangement

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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.

Graphical abstract: Mild preparation of functionalized [2.2]paracyclophanes via the Pummerer rearrangement

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Publication details

The article was received on 27 Feb 2011, accepted on 31 Mar 2011 and first published on 31 Mar 2011


Article type: Communication
DOI: 10.1039/C1OB05319A
Citation: Org. Biomol. Chem., 2011,9, 5018-5020
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    Mild preparation of functionalized [2.2]paracyclophanes via the Pummerer rearrangement

    M. Montanari, A. Bugana, A. K. Sharma and D. Pasini, Org. Biomol. Chem., 2011, 9, 5018
    DOI: 10.1039/C1OB05319A

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