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

作者:Jurczak Janusz*; Dydio Pawel; Stepniak Pawel; Zielinski Tomasz
来源:RSC Advances, 2016, 6(47): 41568-41571.
DOI:10.1039/c6ra05804c

摘要

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-d(6) + 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 pK(a) of the amide NH protons, which can be modulated through the introduction of various substituents.

  • 出版日期2016