Chemical Properties of the Fulvene Radical Cation: A Cycloaddition with 1,3-Butadiene

David H. Russell, M. L. Gross

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

The chemical reactivity of the fulvene radical cation has been measured and compared with those of the benzene and various acyclic isomeric radical cations. This was accomplished by studying their reactivities in ion-molecule reactions observed using ion cyclotron resonance spectrometry (ICR). The fulvene radical cation exhibits considerably different properties from the other [C6H6]+• isomers, and this is interpreted in terms of a unique structure for ionized fulvene which is not subject to ring opening or isomerization to benzene. One of the reactions of the fulvene cation, that with 1,3-butadiene, was examined in detail using dueterium and C-13 labeling. The intermediate complex has been assigned as a cycloadduct formed by an ionic analogue of a [6 + 4] cycloaddition.

Original languageEnglish
Pages (from-to)6279-6284
Number of pages6
JournalJournal of the American Chemical Society
Volume102
Issue number20
DOIs
StatePublished - Sep 1980

Fingerprint

Dive into the research topics of 'Chemical Properties of the Fulvene Radical Cation: A Cycloaddition with 1,3-Butadiene'. Together they form a unique fingerprint.

Cite this