Tetrahedron p. 1431 - 1440 (1988)
Update date:2022-08-07
Topics: Ylides Nucleophilic Attack Structure-Activity Relationship (SAR) Carbonyl Addition Catalytic Activity
Sinisterra, J. V.
Marinas, J. M.
Riquelme, F.
Arias, M. S.
The reactivity of several products R1R2CH-X(1+), 1, (X=N,P,S), which can produce ylids by reaction with bases, has been tested using the activated barium hydroxide catalysts, C-200.Wittig-Horner, Wittig, Corey-Chaykovsky and Kroehnke type reactions have been analyzed.The pKa of 1, and the structure of active sites control the process.When 1 has a strong acid character, the process takes place - dissolving the solid - in homogeneous phase.When 1, has pKa values < 11, the process takes place in the strong basis sites of the solid (pKa > 11.7), that control the reaction mechanism and the reactivity of adsorbed ylids.
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