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Type: Journal article
Title: Do carbanions undergo 1,2 hydrogen transfers in the gas phase?
Author: Dua, S.
Adams, G.
Sheldon, J.
Bowie, J.
Citation: Perkin transactions II, 1996; 1(6):1251-1256
Publisher: Royal Society of Chemistry
Issue Date: 1996
ISSN: 1472-779X
Abstract: Certain anions X–⁻CH–CH₂–Y and X–CH₂⁻CH–Y interconvert under collisional activation conditions in the gas phase. Experiments designed to probe the mechanism(s) of particular interconversions suggest (i) that the ions MeO–CH₂–⁻CH–CN and MeO–⁻CH–CH₂–CN interconvert via 1,2 H transfer processes, and (ii) when X = Ph and Y = CO₂Me or CN, deuterium labelling and fragmentation data indicate that equilibration of Ph–⁻CHCH₂Y and PhCH₂–⁻CHY occurs, at least in part, by proton transfer to and from the phenyl ring.
RMID: 0030002791
DOI: 10.1039/P29960001251
Appears in Collections:Chemistry publications

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