Stable Carbocation Generated via 2,5-Cyclohexadien-1-one Protonation

Craig Fraser, Rowan Young

Research output: Contribution to journalArticlepeer-review


Protonation of a substituted cyclohexadien-1-one (1) leads to the generation of carbocation [3]+, capable of effecting hydride abstraction and oxidation reactions. The molecular structure of [3]+ shows it to be structurally similar to [(p-MeO-C6H4)Ph2C]+. The ability to easily access [3]+ from stable and available precursors, such as 1 and commercially available acids, may allow a wider application of the growing number of trityl-based reactions in organic syntheses.
Original languageEnglish
Pages (from-to)505-509
JournalThe Journal of Organic Chemistry
Issue number1
Publication statusPublished - 5 Dec 2017


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