I have synthesized a positively-charged macrocycle, in which bromide is the anion. How can I change bromide to, for example, iodide or chloride? I'm having problems with crystallization of the macrocycle and want to try changing the counterion expecting this help with the crystallization.
Thanks a lot, Jürgen Wintner ! I'll try this method; will comment the results soon :)
H2SO4 can probably help as it is usually replace highly volatile HBr . Hydrogen sulfates HSO4 - are much more polar (and hydrophilic) in comparison to lipophilic Br-.
Raymundo Enrique Escobar Picos Did you resolve your issue?
If not , please let me know, Is your macrocycle.Br soluble in acetonitrile or EtOAc?
I used another method. Unfortunately, I couldn't get ion exchange resins but mixing a solution of my macrocycle with a solution of an anion salt could do the trick. I'm trying on a organic anion (Ph4B-) so it could crystallize with the macrocycle. The Br- will crystallize first with Na+ or K+, and washing with deionized water will remove this impurity.
https://eprints.lancs.ac.uk/id/eprint/71557/1/EvansBeer_Angewandte_Anion_Supra_Chem_Review.pdf
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