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Modified calix[4]pyrroles

Modified calix[4]pyrroles
Modified calix[4]pyrroles
The synthesis and chemical properties of a variety of chemically modified calix[4]pyrroles are described. The effects of structural changes, specifically the presence and absence of substituents on the meso-like and -pyrrolic carbons, on anion affinities are detailed as is their effect on macrocycle conformation. Also described are unsymmetrical systems, bearing an aliphatic and aromatic substituent on each of the four meso-like carbon atoms. In this case, the properties of the resulting configuration isomers are discussed in terms, again, of the resulting effects on macrocycle conformation and substrate binding affinity. Finally, the use of appropriately functionalized calix[4]pyrrole systems as rudimentary fluorescence-based anion sensors is presented.
anion binding, calixpyrrole, supramolecular chemistry
0888-5885
3471-3478
Sessler, Jonathan L.
d793ea76-a3a2-4ce1-a8d5-aca7d3307fbe
Anzenbacher Jr., Pavel
c594b0ff-9e7a-4487-8053-dee3f45dcb92
Miyaji, Hidekazu
2c6e1e61-3ad7-46e6-86de-2f46dfb57333
Jursíková, Karolina
057682b3-1a88-405d-90f9-da2a58696bdc
Bleasdale, Ellen R.
5d49adcd-fa0f-4873-979e-09b5e0e86278
Gale, Philip A.
ce0aa62f-d081-408b-8b00-6d954058afab
Sessler, Jonathan L.
d793ea76-a3a2-4ce1-a8d5-aca7d3307fbe
Anzenbacher Jr., Pavel
c594b0ff-9e7a-4487-8053-dee3f45dcb92
Miyaji, Hidekazu
2c6e1e61-3ad7-46e6-86de-2f46dfb57333
Jursíková, Karolina
057682b3-1a88-405d-90f9-da2a58696bdc
Bleasdale, Ellen R.
5d49adcd-fa0f-4873-979e-09b5e0e86278
Gale, Philip A.
ce0aa62f-d081-408b-8b00-6d954058afab

Sessler, Jonathan L., Anzenbacher Jr., Pavel, Miyaji, Hidekazu, Jursíková, Karolina, Bleasdale, Ellen R. and Gale, Philip A. (2000) Modified calix[4]pyrroles. Industrial & Engineering Chemistry Research, 39 (10), 3471-3478. (doi:10.1021/ie000102y).

Record type: Article

Abstract

The synthesis and chemical properties of a variety of chemically modified calix[4]pyrroles are described. The effects of structural changes, specifically the presence and absence of substituents on the meso-like and -pyrrolic carbons, on anion affinities are detailed as is their effect on macrocycle conformation. Also described are unsymmetrical systems, bearing an aliphatic and aromatic substituent on each of the four meso-like carbon atoms. In this case, the properties of the resulting configuration isomers are discussed in terms, again, of the resulting effects on macrocycle conformation and substrate binding affinity. Finally, the use of appropriately functionalized calix[4]pyrrole systems as rudimentary fluorescence-based anion sensors is presented.

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More information

Published date: 2000
Additional Information: This paper appeared in the Reed Izaat Festschrift Issue.
Keywords: anion binding, calixpyrrole, supramolecular chemistry
Organisations: Chemistry

Identifiers

Local EPrints ID: 13549
URI: http://eprints.soton.ac.uk/id/eprint/13549
ISSN: 0888-5885
PURE UUID: 62a4504d-7459-4b55-b302-badea605b8b5

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Date deposited: 14 Dec 2004
Last modified: 15 Jul 2019 19:35

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Contributors

Author: Jonathan L. Sessler
Author: Pavel Anzenbacher Jr.
Author: Hidekazu Miyaji
Author: Karolina Jursíková
Author: Ellen R. Bleasdale
Author: Philip A. Gale

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