Nitrilimine cycloadditions to ethylenes, acetylenes, and activated nitriles have been exploited in the presence of catalytic amounts of oleic-acid-coated iron oxide nanoparticles (diameter = 11.9 +/- 1.0 nm). The reactions were fully regioselective with monosubstituted ethylenes and ethyl cyanoformiate, while mixtures of cycloadducts were obtained in the presence of methyl propiolate. The intervention of iron oxide nanoparticles allowed carrying out the cycloadditions at milder conditions compared to the metal-free thermal processes. A labile intermediate has been proposed to explain this behavior.
|Titolo:||Nitrilimine cycloadditions catalyzed by iron oxide nanoparticles|
MOLTENI, GIORGIO (Primo) [Investigation] (Corresponding)
|Parole Chiave:||dipolar cycloadditions; nitrilimines; catalysis; magnetic nanoparticles; nanoparticle catalysis|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||19-mar-2018|
|Digital Object Identifier (DOI):||10.1007/s11051-018-4184-8|
|Appare nelle tipologie:||01 - Articolo su periodico|