DFT study on the mechanistic details of the hydrolysis of dicyan using acetaldehyde as the first organocatalyst

Publication date: Available online 14 March 2019Source: Computational and Theoretical ChemistryAuthor(s): Hossein Tavakol, Mohammad A. Ranjbari, Amir MahmoudiAbstractThe possible mechanistic pathways for acetaldehyde-catalyzed hydrolysis of dicyan have been investigated. Five routes, starting from simultaneous addition of acetaldehyde and water to dicyan (a), conversion of acetaldehyde to its hydrated form (b), addition of acetaldehyde (only) to dicyan (c), water-assisted hydrolysis of dicyan, without using acetaldehyde (d) and enolization of acetaldehyde (e) have been studied with details. The order of the overall barriers of examined routes is: a < b < d < e < c.Graphical abstractVarious possible mechanistic pathways for the acetaldehyde-catalyzed hydrolysis of dicyan have been investigated using DFT calculations.

Source: Computational and Theoretical Chemistry - March 14, 2019 Category: Chemistry Source Type: research