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Unimolecular reactions of isolated organic ions: The chemistry of the unsaturated oxonium ion

✍ Scribed by Richard D. Bowen; Alex W. Colburn; Peter J. Derrick

Publisher: John Wiley and Sons
Year: 1992
Tongue: English
Weight: 871 KB
Volume: 27
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210270517

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✦ Synopsis

The reactions of metastable CH,-CHCH=bCH, oxonium ions generated by alkyl radical loss from ionized allylic alkenyl methyl ethers are reported aod d i s c d Three main reactions occur, corresponding to expulsion of H,O, C2H,/C0 and CH,O. There is also a very minor amount of C,H, elimination. The mechanisms of these processes have been probed by 2H-and "C-labelling experiments, Special attention is given to the influenee of isotope effects on+ the kiwtic energy release accompanying loss of formaldehyde from 2H-labelled analogues of CH,=CHCH=OCH, . Suggestions for interpreting these reactions in terms of routes iovolviog ioweutral complexes are put forward.

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