ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The mass spectral fragmentation modes of a variety of substituted 3,4-dihydro-1,3,2-oxazaphosphorin-2-oxides have been investigated. The ionic cycloreversions occur by two competing stepwise heterolytic cleavages, α and β to the phosphorus atom, producing heterodiene and heteropolarophile iminophosphorane ions. Substituents strongly influence the competitive fragmentation modes. Formation of heterodiene ion by retro-Diels-Alder decomposition is preceded by hidden 1,3-hydrogen shift and is the predominant proces in the metastable time region. Further fragmentation of the heterodiene ion occurs by electrophilic substitution-elimination of the hydrogen atom.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210221003
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