The gas-phase pinacol rearrangement and related reactions in organic cations generated by chemical ionisation

Autor: I. Howe, R. Flammang, H. Mispreuve, A. Maquestiau, John H. Beynon, M. Flammang-Barbieux
Rok vydání: 1980
Předmět:
Zdroj: Tetrahedron. 36:1993-1998
ISSN: 0040-4020
DOI: 10.1016/0040-4020(80)80212-2
Popis: Reactions which simulate acid catalysed rearrangements in solution have been demonstrated in organic cations generated by chemical ionisation in the mass spectrometer. The pinacol-pinacolone rearrangement has been shown to occur following protonation of various pinacols with C4H9+. In related reactions, a number of aldehydes, RC(R1R2) · CHO, following protonation in the gasphase, undergo rearrangement to the protonated ketones, HC(R1R2) · CO · R. All the above rearrangements have been demonstrated via Collision-Induced Dissociation (CID) in the third field-free region of a triplesector mass spectrometer, followed by Massanalysed-Ion-Kinetic-Energy (MIKE) spectrometry.
Databáze: OpenAIRE