Reactivity of an Aromatic σ,σ,σ-Triradical: The 2,4,6-Tridehydropyridinium Cation

摘要

Certain -type, carbon-centered mono- and biradicals, the dehydro- and didehydroarenes, play an important role in organic synthesis, development of new organic materials, and the biological activity of organic compounds.[1], [2] Therefore, numerous investigations have focused on their properties.[1]-[5] In contrast, the related ,,-triradicals (tridehydroarenes) remain elusive. Almost all studies carried out on tridehydroarenes are computational in nature owing to the difficulty in studying such highly reactive species experimentally.[6] To the best of our knowledge, the only experimental studies reported for tridehydroarenes are thermochemical measurements on 1,3,5-tridehydrobenzene by Wenthold et al.[7] and IR detection of 1,2,3-tridehydrobenzene by Sander et al.[8] The chemical properties of tridehydroarenes appear to be entirely unexplored.