Probing the mechanism of the Petasis olefination reaction by atmospheric pressure chemical ionization mass and tandem mass spectrometry.
Atmospheric pressure chemical ionization mass (APCI-MS) and tandem mass spectrometry (APCI-MS/MS) is used to probe the mechanism of the Petasis olefination reaction. Oxatitanacycle intermediates 4 were transferred from solution to the gas phase, detected as 4H+ by APCI-MS with characteristic Ti-isotopic patterns, and structurally characterized by APCI-MS/MS. Detection of 4H+, which upon collision activation dissociates to both 3H+ and Cp(2)TiOH+, fully supports the Hughes mechanism as depicted above. [reaction: see text]
Meurer
Eduardo Cesar
EC
Institute of Chemistry, State University of Campinas-UNICAMP, 13083-970 Campinas, SP, Brazil.
Santos
Leonardo Silva
LS
Pilli
Ronaldo Aloise
RA
Eberlin
Marcos N
MN