Pillar[4]arene[1]thioarenes: Synthesis and Host–Guest Binding Properties

Abstract

The synthesis and characterization of a novel class of pillar[4]arene[1]thioarenes (P[4]A[1]SMe) are reported. An oxidation–thionation strategy was used to replace a single dialkoxybenzene panel in the parent pillar[5]arene. ¹H NMR spectroscopic titration experiments, supported by density functional theory computational studies, revealed that P[4]A[1]SMe show starkly modulated host–guest binding properties for electron-deficient aliphatic guests.

Key words

sulfurization - Lawesson’s reagent - pillar[4]arene[1]thioquinone - pillar[4]arene[1]thioarenes - host–guest complex - supramolecular chemistry

Publication History

Received: 13 February 2022

Accepted after revision: 23 March 2022

Accepted Manuscript online:
23 March 2022

Article published online:
28 April 2022

• References and Notes

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