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Catechol-based macrocyclic aromatic ether-sulfones: Synthesis, characterization and ring-opening polymerization

Aricò, F. and Colquhoun, H. M. (2021) Catechol-based macrocyclic aromatic ether-sulfones: Synthesis, characterization and ring-opening polymerization. ARKIVOC, 2021 (6). pp. 13-25. ISSN 1551-7004 (In Press)

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To link to this item DOI: 10.24820/ark.5550190.p011.424

Abstract/Summary

Cyclocondensation between 4,4`-bis(4-chlorobenzenesulfonyl)biphenyl and catechol, with subsequent chromatographic separation of the reaction products, led to the isolation of four novel ether-sulfone macrocycles (cyclic dimer, -trimer, -tetramer and -pentamer). Similarly, cyclocondensation of catechol with a novel seven-ring diketone/disulfone monomer allowed the isolation of the two new aromatic ether-ketone-sulfone macrocycles, a cyclic monomer and a cyclic dimer. Transannular shielding and deshielding effects in the cyclic monomer produce substantial chemical shift differences for chemically equivalent protons in the 1H NMR spectra of the cyclic monomer and -dimer. Fluoride-initiated ring-opening polymerization of the ether-sulfone cyclic trimer affords a novel, high-molecular weight poly(ether-sulfone).

Item Type:Article
Refereed:Yes
Divisions:Interdisciplinary centres and themes > Chemical Analysis Facility (CAF)
Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > Mass Spectrometry (CAF)
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > NMR (CAF)
ID Code:95231
Publisher:Arkat USA

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