Highly fluorinated cyclopentanones and their enols

PE Lindner, DM Lemal

Index: Lindner, Patrick E.; Lemal, David M. Journal of Organic Chemistry, 1996 , vol. 61, # 15 p. 5109 - 5115

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Citation Number: 35

Abstract

2 H-Perfluorocyclopentanone (1k) and its enol (1e) have been independently synthesized and equilibrated. In carbon tetrachloride, the enol is the only detectable form at equilibrium. In addition to its high relative stability, this enol displays interesting reactivity, including reversible bromination and hydrolysis reactions. Replacing the vinyl fluorine of 1e with hydrogen changes the relative enol stability dramatically as the enol is only present to the ...