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The cycloaddition of the 1,3-butadiene radical cation with acrolein and methyl vinyl ketone

✍ Scribed by Lyle W. Castle; M. L. Gross

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
988 KB
Volume
24
Category
Article
ISSN
1076-5174

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✦ Synopsis

The 1,fbutadiene radical cation reacts with acrolein and methyl vinyl ketone to produce 'stable' adducts. The nature of the reaction and the structures of the adducts were investigated by collisional activation decomposition (CAD) combined with tandem mass spectrometry (MS/MS), and also by Fourier transform mass spectrometry. The CAD spectra of gas-phase adducts were compared with those of suitable model compounds. On that basis, it was determined that the 1,fbutadiene radical cation undergoes a cycloaddition with these a'punsaturated carbonyl compounds. The butadiene radical cation serves as the 'ene', and the acrolein and methyl vinyl ketone react as dienes, forming cycloadducts having 2-ethenyl-2,3-dihydropyran radical cation structures.

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