Organic mass spectrometry

The gas??phase Smiles rearrangement the effect of ring substitution. An 18O labelling study

PCH Eichinger, JH Bowie

文献索引：Eichinger, Peter C. H.; Bowie, John H. Organic Mass Spectrometry, 1992 , vol. 27, # 10 p. 995 - 999

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被引用次数: 7

摘要

Abstract The gas-phase Smiles reaction of RC 6 H 4 O (CH 2) n O−(n= 2 or 3) is an ipso rearrangement which is strongly influenced by the nature of the substituent R. Electron- withdrawing groups enhance the rearrangement. When the substituent R is halogen or MeO, and occupies the ortho position, ortho cyclization competes with the Smiles rearrangement.