Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Lucio MeloneCarlo Punta

Abstract

N-hydroxyphthalimide (NHPI) is an organocatalyst for free-radical processes able to promote the aerobic oxidation of a wide range of organic substrates. In particular, NHPI can catalyze the hydroperoxidation of polyunsaturated fatty acids (PUFA). This property could be of interest for biological applications. This work reports the synthesis of two β-cyclodextrin derivatives (CD5 and CD6) having a different degree of methylation and bearing a NHPI moiety. These compounds, having different solubility in water, have been successfully tested for the hydroperoxidation of methyl linoleate, chosen as the PUFA model molecule.

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Citations

Nov 12, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Petra TomanováRadek Cibulka
May 12, 2020·ChemPlusChem·Dana Kauerhof, Jochen Niemeyer
Jan 20, 2018·The Journal of Physical Chemistry. B·Filippo CaraccioloPietro Carretta
Jan 9, 2020·Journal of the American Chemical Society·Manuel PetroselliJulius Rebek

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