ChemInform Abstract: Anionic Activation by Solid-Liquid Phase Transfer Catalysis Without Solvent: An Improvement in Organic Synthesis

1986 ◽  
Vol 17 (33) ◽  
Author(s):  
G. BRAM ◽  
A. LOUPY ◽  
J. SANSOULET
Heterocycles ◽  
1986 ◽  
Vol 24 (8) ◽  
pp. 2233 ◽  
Author(s):  
Jos� Elguero ◽  
Sebastian Juli� ◽  
Carlos Mart地ez-Martorell

1984 ◽  
Vol 49 (6) ◽  
pp. 1138-1140 ◽  
Author(s):  
Jean Barry ◽  
Georges Bram ◽  
Guy Decodts ◽  
Andre Loupy ◽  
Philippe Pigeon ◽  
...  

1989 ◽  
Vol 67 (2) ◽  
pp. 245-249 ◽  
Author(s):  
Hayder A. Zahalka ◽  
Yoel Sasson

Kinetic data are reported regarding the esterification of 1,4-dichlorobutane with sodium formate catalyzed by quaternary ammonium salts as a model for reactions in series, under solid–liquid phase transfer conditions. The process was found to follow a consecutive first-order mechanism of the general type A → R → S. The reactivity of the quaternary ammonium salts with regard to the counteranion was Cl− > Br− > 1− > HSO4−. The reaction rate was linearly dependent on catalyst concentration up to 12 mol% of catalyst relative to the substrate. Above this concentration the rate was constant and independent of the amount of the catalyst. The activation energy of the two consecutive steps was found to be similar (21 kcal/mol). Therefore, the product distribution (R/S) is not appreciably affected by temperature. A mechanism termed "Thin aqueous boundary layer" is suggested for nucleophilic displacement reactions under solid–liquid phase transfer conditions. Keywords: phase transfer catalysis, series reactions, kinetic study.


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