The protonation of commercially available porphyrin ligands yields a class of bifunctional catalysts able to promote the synthesis of N-alkyl oxazolidinones by the CO2cycloaddition to corresponding aziridines. The catalytic system does not require the presence of any Lewis baseor additive and shows interesting features both in terms of cost-effectiveness and eco-compatibility. The metal-freemethodology is active by using the low catalytic loading of 1% mol and the chemical stability of the protonated porphyrin allowed its recycle for three consecutive times without any decrease of performances. In addition, a DFT study was performed in orderto suggest how a simple protonated porphyrin can mediate the CO2cycloaddition to aziridines yielding oxazolidinones.
Protonated Porphyrins: Bifunctional Catalysts for the Metal-Free Synthesis of N-Alkyl-Oxazolidinones
Gabriele Manca;
2023
Abstract
The protonation of commercially available porphyrin ligands yields a class of bifunctional catalysts able to promote the synthesis of N-alkyl oxazolidinones by the CO2cycloaddition to corresponding aziridines. The catalytic system does not require the presence of any Lewis baseor additive and shows interesting features both in terms of cost-effectiveness and eco-compatibility. The metal-freemethodology is active by using the low catalytic loading of 1% mol and the chemical stability of the protonated porphyrin allowed its recycle for three consecutive times without any decrease of performances. In addition, a DFT study was performed in orderto suggest how a simple protonated porphyrin can mediate the CO2cycloaddition to aziridines yielding oxazolidinones.File | Dimensione | Formato | |
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Descrizione: Protonated Porphyrins: Bifunctional Catalysts for the Metal-Free Synthesis of N-Alkyl-Oxazolidinones
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