Journal of the American Chemical Society 2012-05-02

Polycyclic aromatic triptycenes: oxygen substitution cyclization strategies.

Brett VanVeller, Derek J Schipper, Timothy M Swager

Index: J. Am. Chem. Soc. 17th ed., 134 , 7282-7285, (2012)

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Abstract

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.© 2012 American Chemical Society