Title | Polycyclic aromatic triptycenes: oxygen substitution cyclization strategies. |
Publication Type | Journal Article |
Year of Publication | 2012 |
Authors | VanVeller, B, Schipper, DJ, Swager, TM |
Journal | Journal of the American Chemical Society |
Volume | 134 |
Pagination | 7282–5 |
Date Published | may |
ISSN | 1520-5126 |
Keywords | Alcohols, Alcohols: chemistry, Anthracenes, Anthracenes: chemistry, Catalysis, Cyclization, Models, Molecular, Oxygen, Oxygen: chemistry, Reactive Oxygen Species, Reactive Oxygen Species: chemistry |
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. |
URL | http://www.ncbi.nlm.nih.gov/pubmed/22510100 |
DOI | 10.1021/ja3018253 |