1956-10-1Relevant articles and documents
A REMARKABLE ENHANCEMENT OF THE RATE OF ESTER THIOLYSIS BY SYNTHETIC AMPHIPHILE VESICLES
Cuccovia, Iolanda M.,Quina, Frank H.,Chaimovich, Hernan
, p. 917 - 920 (1982)
Cationic surfactant vesicles accelerate the rate of thiolysis of p-nitrophenyl octanoate by n-heptyl-mercaptan by several million fold in the pH range from 4 to 6, providing an efficient system for ester thiolysis in aqueous solution that is functional even at pH4, i.e. more than 6 pH units below the pKa of the SH group.Analysis of the data in terms of an ion exchange formalism implies that this rate acceleration is due primarily to concentration of the reagents in the dimensionally-restricted environment provided by the vesicle, coupled with small contributions from enhanced dissociation and reactivity of the nucleophile at the vesicle surface(s).
Hydrolysis of hydrophobic esters in a bicontinuous microemulsion catalysed by lipase B from Candida antarctica
Steudle, Anne K.,Subinya, Mireia,Nestl, Bettina M.,Stubenrauch, Cosima
, p. 2691 - 2700 (2015/01/30)
Selective enzyme-catalysed biotransformations offer great potential in organic chemistry. However, special requirements are needed to achieve optimum enzyme activity and stability. A bicontinuous microemulsion is proposed as reaction medium because of its
Ytterbium triflate catalysed Friedel-Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions
Jin, Can,Li, Jie,Su, Weike
experimental part, p. 607 - 611 (2011/02/26)
The Friedel-Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.
