On May 5, 2016, Franconetti, A.; Dominguez-Rodriguez, P.; Lara-Garcia, D.; Prado-Gotor, R.; Cabrera-Escribano, F. published an article.Formula: C12H7N3 The title of the article was Native and modified chitosan-based hydrogels as green heterogeneous organocatalysts for imine-mediated Knoevenagel condensation. And the article contained the following:
A variety of methylenemalononitriles and Et cyanoacrylates derived from both aromatic and heteroaromatic aldehydes were synthesized by Knoevenagel condensation catalyzed with native and modified chitosan-based heterogeneous catalysts. The efficiency of our hydrogel organocatalysts, chitosan hydrogel beads and ureidyl-chitosan derivative hydrogel disks, was evaluated as function of pH, temperature and catalyst concentration by considering reaction rates, conversions, E/Z stereoselectivities, and kinetic studies of a model reaction between 4-nitrobenzaldehyde and Et cyanoacetate. An unprecedented study by solid state 13C CP MAS NMR of the employed catalyst when reaction was quenched after a 50% of conversion, has demonstrated that an imine-chitosan intermediate is formed during this process. Anal. of E/Z Et cyanoacrylate isomer mixtures for determining the corresponding stereoselectivity was carried out by NMR measuring carbon-proton coupling constants (3JC,H) using a novel CLIP-HSQMCB experiment Addnl., DFT calculations let us rationalize the observed E/Z stereoselectivities as well as to evaluate the role of ureidyl moiety on interaction with aldehydes and imine intermediate formation with chitosan derivative The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Formula: C12H7N3
The Article related to aromatic aldehyde knoevenagel condensation chitosan hydrogel organocatalyst, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Formula: C12H7N3
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts