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Issue 47, 2016
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A hybrid macrocyclic anion receptor exploiting the pyrrole-2,5-diacetamide unit

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Abstract

We report the synthesis of both macrocyclic and linear derivatives of pyrrole-2,5-diacetic bisamides, and the studies of their anion binding properties, which are further compared with the properties of similar derivatives bearing dipicolinic or isophthalic moieties. The new macrocyclic compound built on pyrrole-2,5-diacetic bisamide was found to be an efficient receptor for H2PO4 and PhCOO, even in DMSO-d6 + 0.5% H2O (v/v), with changed relative selectivity toward a series of anions with respect to its parental analogues. The anion binding properties of the linear derivatives of pyrrole-2,5-diacetic bisamide, in turn, were found to strongly depend on the pKa of the amide NH protons, which can be modulated through the introduction of various substituents.

Graphical abstract: A hybrid macrocyclic anion receptor exploiting the pyrrole-2,5-diacetamide unit

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Publication details

The article was received on 04 Mar 2016, accepted on 18 Apr 2016 and first published on 20 Apr 2016


Article type: Paper
DOI: 10.1039/C6RA05804C
Citation: RSC Adv., 2016,6, 41568-41571
  • Open access: Creative Commons BY license
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    A hybrid macrocyclic anion receptor exploiting the pyrrole-2,5-diacetamide unit

    J. Jurczak, P. Dydio, P. Stepniak and T. Zielinski, RSC Adv., 2016, 6, 41568
    DOI: 10.1039/C6RA05804C

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