Kulkarni, P. S. ; Sahasrabudhe, S. D. ; Tilak, B. D. (1987) Competing polar cycloreversion reactions under electron impact ionization in 3,4-dihydro-1,3,2-oxazaphosphorin-2-oxides Organic Mass Spectrometry, 22 (10). pp. 655-659. ISSN 0030-493X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/oms.121...
Related URL: http://dx.doi.org/10.1002/oms.1210221003
Abstract
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, αand 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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
| ID Code: | 53650 |
| Deposited On: | 09 Aug 2011 11:29 |
| Last Modified: | 09 Aug 2011 11:29 |
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