
Tetrahedron Letters p. 1209 - 1210 (1986)
Update date:2022-08-25
Topics:
Isaacs, Neil S.
Abed, Obeid Hassan
Volumes of activation have been measured for the alkaline decomposition of triphenylbenzylphosphonium and triphenyl(p-nitrobenzyl)phosphonium ions which lead to the formation of triphenylphosphine oxide and the toluene.The rates of reaction are very strongly retarded by pressure, volumes of activation are +32 cm3mol-1 while the volume of reaction is +16.This accords with a two- or three-step mechanism, involving desolvation and fragmentation each of which contributes an increase in volume.Diethyl(p-nitrophenylphosphate hydrolyses by a BAc2 mechanism, Δ V<*>= -16.
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