title: Synthesis and anion binding properties of 2,5-diamidothiophene polypyrrole Schiff base macrocycles.
abstract: [reaction: see text] Two easy-to-synthesize polypyrrolic 2,5-diamidothiophene Schiff base macrocycles are reported, along with their anion binding properties as determined via UV-vis spectroscopic titrations carried out in dichloroethane. There is a striking difference between the interactions with anions of the two macrocycles, a finding ascribed to differences in their rigidity. For example, the more flexible dipyrromethane-derived macrocycle displays a 1.2:1 hydrogen sulfate versus nitrate selectivity, while its more rigid bipyrrole-derived congener shows a 7.4:1 selectivity in favor to hydrogen sulfate.
authors.affiliation: Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-0165, USA. sessler@mail.utexas.edu
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Sessler
authors.forename: Vladimir
authors.initials: V
authors.lastname: Roznyatovskiy
authors.forename: G Dan
authors.initials: GD
authors.lastname: Pantos
authors.forename: Natalya E
authors.initials: NE
authors.lastname: Borisova
authors.forename: Marina D
authors.initials: MD
authors.lastname: Reshetova
authors.forename: Vincent M
authors.initials: VM
authors.lastname: Lynch
authors.forename: Victor N
authors.initials: VN
authors.lastname: Khrustalev
authors.forename: Yuri A
authors.initials: YA
authors.lastname: Ustynyuk