Resorcin[4]arene Hexameric Capsule as a Supramolecular Catalyst in Elimination and Isomerization Reactions

Submitting author affiliation:
Università Ca' Foscari di Venezia, Mestre Venezia, Italy

Beilstein Arch. 2022, 20226.

Published 07 Feb 2022

cc-by Logo


The hexameric resorcin[4]arene 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, resorcin[4]arene hexamer, organocatalysis

Supporting Information

Format: DOCX Size: 4.0 MB   Download

How to Cite

When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Lorenzetto, T.; Fabris, F.; Scarso, A. Beilstein Arch. 2022, 20226. doi:10.3762/bxiv.2022.6.v1

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.