126641-86-9Relevant articles and documents
Supported Ionic Liquid-Like Phases (SILLPs) as Immobilised Catalysts for the Multistep and Multicatalytic Continuous Flow Synthesis of Chiral Cyanohydrins
Peris, Edgar,Porcar, Raúl,Burguete, María Isabel,García-Verdugo, Eduardo,Luis, Santiago V.
, p. 1955 - 1962 (2019/03/13)
Supported Ionic Liquid-Like Phases have been found to be efficient organocatalysts for the synthesis of cyanohydrin esters under solvent-free conditions by an “electrophile-nucleophile dual activation” based on hydrogen bond formation. The combination of
Preparation of chitosan-supported urea materials and their application in some organocatalytic procedures
de Gonzalo, Gonzalo,Franconetti, Antonio,Fernández, Rosario,Lassaletta, José M.,Cabrera-Escribano, Francisca
, p. 365 - 374 (2018/07/25)
An efficient and mild procedure was developed for the preparation of three chitosan-supported ureas containing electron-withdrawing groups. These catalysts were characterized and employed as organocatalysts in different transformations, including the enan
Dual Lewis Acid/Lewis Base Catalyzed Acylcyanation of Aldehydes: A Mechanistic Study
Laurell Nash, Anna,Hertzberg, Robin,Wen, Ye-Qian,Dahlgren, Bj?rn,Brinck, Tore,Moberg, Christina
, p. 3821 - 3829 (2016/03/08)
A mechanistic investigation, which included a Hammett correlation analysis, evaluation of the effect of variation of catalyst composition, and low-temperature NMR spectroscopy studies, of the Lewis acid-Lewis base catalyzed addition of acetyl cyanide to prochiral aldehydes provides support for a reaction route that involves Lewis base activation of the acyl cyanide with formation of a potent acylating agent and cyanide ion. The cyanide ion adds to the carbonyl group of the Lewis acid activated aldehyde. O-Acylation by the acylated Lewis base to form the final cyanohydrin ester occurs prior to decomplexation from titanium. For less reactive aldehydes, the addition of cyanide is the rate-determining step, whereas, for more reactive, electron-deficient aldehydes, cyanide addition is rapid and reversible and is followed by rate-limiting acylation. The resting state of the catalyst lies outside the catalytic cycle and is believed to be a monomeric titanium complex with two alcoholate ligands, which only slowly converts into the product.