Solid State Keto-Enolic Tautomerization

Abstract

Deuteration of solid 4-tert-butylcyclohexanone is studied to clarify solid state hydrogenation mechanisms of phenolic compounds. The deuterium incorporation in the carbonyl linkage and in the alicyclic ring, followed by a statistical method, allows one to consider in the solid state the existence of two types of carbonyl intermediates. Ketonic and or enolic forms are involved in the solid state hydrogenation and deuteration.

Key Words:

• keto-enol tautomerization
• solid state reaction
• deuterium labeling
• solid state hydrogenation