Physical Organic Chemistry
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ChemInform Abstract: Charge Delocalization Pathways in Persistent 1-Pyrenyl-, 4-Pyrenyl-, and 2-Pyrenylmethylcarbenium Ions as Models of PAH-Epoxide Ring Opening: NMR Studies in Superacids and AM1 Calculations.
First published: 24 June 2010
Abstract
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ChemInform Abstract
A series of regioisomeric tertiary and secondary title carbenium ions, generated from their carbinol precursors, is investigated with a view to their π-charge delocalization into the pyrene moiety. The NMR characteristics of these ions are discussed and compared. The magnitude of the carcinogenic activity of benzanellated pyrenes is correlated to the charge delocalization/stability in the pyrenylmethyl carbocations.
