This (regio-)selectivity is characteristic.
The protonation takes place in the center of the cyclohexadienyl system.
Rohf/6-31g) of the electron densities concurred with the experimental observations.
Birch's empirical rules say that for the donor substituents the final product has the maximum number of substituents on the final double bonds.However, alternative solvents have been employed, such as THF 38 39 as well as a mixture of n -propylamine and ethylenediamine, 40 both with comparable results.The Registry database gagnant election francaise contains only.COM,.NET,.EDU domains and.16 33 Thus conjugated enolates as CC-CC-O- have been known for some time as kinetically protonating in the center of the enolate system to afford the,-unsaturated carbonyl compound under conditions where the anion, and not the enol, is the species protonated.Burnham in 1969 concluded that protonation is unlikely to occur predominantly at the ortho position and the reaction most probably occurs at the meta position but may occur at both sites at similar rates."Alkylation of the anion from Birch reduction of o-Anisic acid: 2-Heptyl-2-cyclohexenone"."Base-Catalyzed Rearrangements Chapter 6 of "Molecular Rearrangements Zimmerman,.
Additionally, the second protonation was determined computationally to occur in the center of the cyclohexadienyl anion to give an unconjugated product.
Then this cyclohexadienyl anion is protonated by the alcohol present.
"Reaction mechanisms in reduction by metal-ammonia solutions".
(showed promo sex femme mechanism with meta ) "Advanced Organic Chemistry: Reactions and synthesis Francis.
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