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Polycyclic aromatic triptycenes: oxygen substitution cyclization strategies.

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 ?-system, expanding the tool set of iptycenes for materials applications.

SUBMITTER: VanVeller B 

PROVIDER: S-EPMC3353728 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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Polycyclic aromatic triptycenes: oxygen substitution cyclization strategies.

VanVeller Brett B   Schipper Derek J DJ   Swager Timothy M TM  

Journal of the American Chemical Society 20120418 17

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. ...[more]

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