Tetrahedron Letters p. 6513 - 6516 (1990)
Update date:2022-08-17
Topics:
Buncel
Dunn
Van Truong
Bannard
Purdon
The rate of reaction of p-nitrophenyl diphenylphosphinate with alkali metal phenoxide follows the order LiOPh> KOPh in ethanol as solvent but in tetraglyme the reactivity order is KOPh? LiOPh and the reaction rate is much faster, which is accounted for on the basis of differing stabilization of the ground-state through hydrogen-bonding and of the transition-state by interaction with M+ in the two solvents.
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