The Journal of Organic Chemistry

Protonation of anion intermediates in metal-ammonia reduction: 1, 2-vs. 1, 4-dihydro aromatic products

PW Rabideau, DL Huser

Index: Rabideau, Peter W.; Huser, Diane L. Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4266 - 4271

Full Text: HTML

Citation Number: 23

Abstract

The competition between 1, 3-cyclohexadienes and 1, 4-cyclohexadienes during metal- ammonia reduction has been examined. The former is usually regarded as a thermodynamic product and the latter as a kinetic product although, in actuality, little thermodynamic difference exists between these two isomers. 1, 4-Cyclohexadiene was found to undergo proton abstraction with potassium or sodium amide in ammonia at-50" C ...