Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography.
Chemistry
; : e202403062, 2024 Sep 24.
Article
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| MEDLINE
| ID: mdl-39316035
ABSTRACT
The alkylation of 3-/4-bromo- and -iodopyridine with methyl triflate smoothly affords the corresponding N-methylpyridinium triflate salts. An anion exchange with NaI or [PPh4]Y (Y = Cl, Br, I) yields the corresponding halide salts. Most of them could be structurally characterized and their strong halogen bonds were investigated. While the halogen atom of 4-halogenopyridinium is susceptible to nucleophilic substitution, 3-halogenopyridinium ions are far more stable against nucleophilic attacks. Due to the comparable interaction strength of halogen bonds and hydrogen bonds, the latter of which is widely used in chromatography, the potential of 3-halogenopyridinium moieties for an application in chromatography is obvious and was successfully employed in affinity chromatography of different proteins.
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1
Colección:
01-internacional
Banco de datos:
MEDLINE
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2024
Tipo del documento:
Article
País de afiliación:
Alemania