Anion binding in aqueous media by a tetra-triazolium macrocycle
authors White, NG; Carvalho, S; Felix, V; Beer, PD
nationality International
journal ORGANIC & BIOMOLECULAR CHEMISTRY
keywords 6-AMINOPICOLINIC ACID SUBUNITS; HYDROGEN-BONDS; ARYL-TRIAZOLE; SELECTIVE RECOGNITION; COMPUTER-PROGRAM; TERMINAL ALKYNES; RECEPTOR; CHLORIDE; COMPLEXATION; IONS
abstract Three tetra-triazole macrocycles were synthesized in good yields by the copper(I)-catalysed cycloaddition of bis-triazole azides and bis-alkynes. One of these was alkylated to give a cyclic tetra-triazolium receptor, which complexes anions strongly in competitive DMSO-water mixtures. In 1 : 1 DMSO-water, the tetracationic receptor exhibits a preference for the larger halides, bromide and iodide, with all halides associating more strongly than the oxoanion, acetate. The sulfate dianion is complexed far more strongly than any of the monobasic anions (K-a > 10(4) M-1). Quantum mechanics/molecular mechanics simulations corroborate the experimentally determined anion binding selectivity trends.
publisher ROYAL SOC CHEMISTRY
issn 1477-0520
year published 2012
volume 10
issue 34
beginning page 6951
ending page 6959
digital object identifier (doi) 10.1039/c2ob25934f
web of science category Chemistry, Organic
subject category Chemistry
unique article identifier WOS:000307306500017
  ciceco authors
  impact metrics
journal analysis (jcr 2019):
journal impact factor 3.412
5 year journal impact factor 3.134
category normalized journal impact factor percentile 78.07
dimensions (citation analysis):
altmetrics (social interaction):



 


Sponsors

1suponsers_list_ciceco.jpg