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Polycyclic Aromatic Triptycenes: Oxygen Substitution Cyclization Strategies
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    Polycyclic Aromatic Triptycenes: Oxygen Substitution Cyclization Strategies
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    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2012, 134, 17, 7282–7285
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    https://doi.org/10.1021/ja3018253
    Published April 18, 2012
    Copyright © 2012 American Chemical Society

    Abstract

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    The cyclization and planarization of polycyclic aromatic hydrocarbons with concomitant oxygen substitution was achieved through acid catalyzed transetherification and oxygen-radical reactions. The triptycene scaffold enforces proximity of the alcohol and arene reacting partners and confers significant rigidity to the resulting π-system, expanding the tool set of iptycenes for materials applications.

    Copyright © 2012 American Chemical Society

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    Experimental protocols and analytical data. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2012, 134, 17, 7282–7285
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja3018253
    Published April 18, 2012
    Copyright © 2012 American Chemical Society

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