Oligopyrrole anion receptors

INOR 337

Jonathan L. Sessler, sessler@mail.utexas.edu1, Julio Pérez, japm@uniovi.es2, Christopher W. Bielawski, bielawski@cm.utexas.edu1, Evgeny Katayev, katayev@ineos.ac.ru3, Héctor Martínez-García4, Dolores Morales4, Dustin Gross, degross@mail.utexas.edu5, Dan Coady, dcoady@cm.utexas.edu1, Patricia Melfi, pjmelfi@mail.utexas.edu5, Jeong Tae Lee5, and Natalie Barkey, nbarkey@cm.utexas.edu5. (1) Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station-A5300, Austin, TX 78712-0165, (2) Departamento de Quimica Organica e Inorganica, I.U.Q.O.E.M.,Facultad de Quimica, Universidad de Oviedo, CSIC, C/ Julian Claveria, nº 8, 33006 Oviedo, Spain, (3) A.N.Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28, Vavilov Street, 119991, Moscow, Russia, (4) Departamento de Quimica Organica e Inorganica, Universidad de Oviedo, Facultad de Quimica, Oviedo 33006, Spain, (5) Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station-A5300, Austin, TX 78712-0165
Oligopyrrole macrocycles are synthetic compounds containing four or more pyrrole or pyrrole-like heterocyclic subunits within their macrocyclic frameworks. Inspired in part by the porphyrins and other tetrapyrrolic natural products, this class of compounds has evolved to include expanded porphyrins, calixpyrroles, calixphyrins, and a wide range of systems built up from bipyrrole, bis(pyrrolyl)benzene, biimidazole, or other preformed heterocyclic subunits. It has also come to encompass acyclic- and bicyclic systems. In this lecture, recent efforts to develop representative systems as anion binding agents will be presented, with a special emphasis being put on systems capable of effecting the recognition and extraction of anions present in radioactive waste streams (sulfate, pertechnetate), known to have an adverse effect on human health (e.g., phosphate in hemodialysis patients), or whose modulation could mediate chemical reactivity (e.g., chloride in alkene functionalization). The work in the presenter's laboratory was supported by the National Institutes of Health, the National Science Foundation, and the Department of Energy.