Do carbanions undergo 1,2 hydrogen transfers in the gas phase?

被引:4
作者
Dua, S
Adams, GW
Sheldon, JC
Bowie, JH
机构
[1] Department of Chemistry, University of Adelaide
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1996年 / 06期
关键词
D O I
10.1039/p29960001251
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Certain anions X-(CH)-C---CH2-Y and X-CH2-(CH)-C---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)-C---CN and MeO-(CH)-C---CH2-CN interconvert via 1,2 H transfer processes, and (ii) when X = Ph and Y = CO(2)Me or CN, deuterium labelling and fragmentation data indicate that equilibration of Ph-(CHCH2Y)-C-- and PhCH(2)-(CHY)-C-- occurs, at least in part, by proton transfer to and from the phenyl ring.
引用
收藏
页码:1251 / 1256
页数:6
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