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Carboxylic Acid Catalyzed Keto-Enol Tautomerizations in the Gas Phase


  • Computational resources provided by the Victorian Partnership for Advanced Computing (VPAC) . This work was presented in part at the 2009 Fall Meeting of the AGU.


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Long live the ketone! Carboxylic acids are shown to directly participate in gas-phase keto–enol tautomerizations that occur through a novel chemically activated double-hydrogen-shift (DHS) mechanism. This mechanism decreases the reaction barrier by an order of magnitude, and is predicted to reduce the lifetimes of the atmospheric enol forms to approximately one hour.

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