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Regioselective SNAr reaction of the phenoxathiin-based thiacalixarene as a route to a novel macrocyclic skeleton

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Abstract

The sulfonyl analogue of phenoxathiin-based thiacalix[4]arene, easily accessible from the parent thiacalix[4]arene, reacts with sodium alkoxides to yield a cleaved product representing a novel type of macrocyclic skeleton with a quasi-calixarene structure. As shown by comparison with other derivatives, the internal strain imposed by the heterocyclic moiety is a driving force of this SNAr reaction.

Graphical abstract: Regioselective SNAr reaction of the phenoxathiin-based thiacalixarene as a route to a novel macrocyclic skeleton

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Publication details

The article was received on 24 Oct 2019, accepted on 22 Nov 2019 and first published on 22 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC08335A
Chem. Commun., 2020, Advance Article

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    Regioselective SNAr reaction of the phenoxathiin-based thiacalixarene as a route to a novel macrocyclic skeleton

    T. Landovský, V. Eigner, M. Babor, M. Tichotová, H. Dvořáková and P. Lhoták, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC08335A

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