HFIP as a versatile solvent in resorcin[n]arene synthesis

Submitting author affiliation:
Rice University, Houston, United States

Beilstein Arch. 2024, 202449. https://doi.org/10.3762/bxiv.2024.49.v1

Published 17 Jul 2024

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Abstract

Herein, we present 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as an efficient solvent for synthesizing resorcin[n]arenes in the presence of catalytic amounts of HCl at ambient temperature and within minutes. Remarkably, resorcinols with electron-withdrawing groups and halogens, which are reported in the literature as the most challenging precursors in this cyclization, are tolerated. This method leads to a variety of 2-substituted resorcin[n]arenes in a single synthetic step with isolated yields up to 98%.

Keywords: Resorcinarenes; HFIP; Cavitand; Hydroxyalkylation; Cyclization

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Khosravi, H.; Stevens, V.; Hernandez Sanchez, R. Beilstein Arch. 2024, 202449. doi:10.3762/bxiv.2024.49.v1

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