Beilstein Arch. 2022, 20226. https://doi.org/10.3762/bxiv.2022.6.v1
Published 07 Feb 2022
The hexameric resorcinarene capsule as a self-assembled organocatalyst promotes a series of reactions like the water elimination from 1,1-diphenylethanol, the isomerization of α-pinene and β-pinene preferentially to limonene and minor amounts of camphene, and the carbonyl-ene Prins cyclization of (S)-citronellal preferentially to isopulegol. The role of the supramolecular catalyst consists in promoting the protonation of the substrates leading to the formation of cationic intermediates that are stabilized within the cavity with consequent peculiar features in terms of acceleration and product selectivity. In all cases the catalytic activity displayed by the hexameric capsule is remarkable if compared to many other strong Brønsted or Lewis acids
Keywords: encapsulation, cationic intermediates, supramolecular catalysis, resorcinarene hexamer, organocatalysis
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Lorenzetto, T.; Fabris, F.; Scarso, A. Beilstein Arch. 2022, 20226. doi:10.3762/bxiv.2022.6.v1
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