Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography
Wendt P, Bader J, Waltersmann PL, Schröder J-H, Keßler M, Stammler H-G, Neumann B, Delp A, Paesler F, Schulte M, Hoge B (2024)
Chemistry - A European Journal.
Zeitschriftenaufsatz
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Autor*in
Wendt, PeterUniBi;
Bader, Julia;
Waltersmann, Paul LukasUniBi;
Schröder, Jan-Hendrik;
Keßler, MiraUniBi;
Stammler, Hans-GeorgUniBi;
Neumann, BeateUniBi;
Delp, Axel;
Paesler, Franziska;
Schulte, Michael;
Hoge, BertholdUniBi
Einrichtung
Abstract / Bemerkung
The alkylation of 3-/4-bromo- and -iodopyridine with methyl triflate smoothly affords the correspondingN-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 wassuccessfully employed in affinity chromatography of differentproteins. © 2024 Wiley‐VCH GmbH.
Erscheinungsjahr
2024
Zeitschriftentitel
Chemistry - A European Journal
eISSN
1521-3765
Page URI
https://pub.uni-bielefeld.de/record/2993274
Zitieren
Wendt P, Bader J, Waltersmann PL, et al. Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography. Chemistry - A European Journal. 2024.
Wendt, P., Bader, J., Waltersmann, P. L., Schröder, J. - H., Keßler, M., Stammler, H. - G., Neumann, B., et al. (2024). Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography. Chemistry - A European Journal. https://doi.org/10.1002/chem.202403062
Wendt, Peter, Bader, Julia, Waltersmann, Paul Lukas, Schröder, Jan-Hendrik, Keßler, Mira, Stammler, Hans-Georg, Neumann, Beate, et al. 2024. “Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography”. Chemistry - A European Journal.
Wendt, P., Bader, J., Waltersmann, P. L., Schröder, J. - H., Keßler, M., Stammler, H. - G., Neumann, B., Delp, A., Paesler, F., Schulte, M., et al. (2024). Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography. Chemistry - A European Journal.
Wendt, P., et al., 2024. Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography. Chemistry - A European Journal.
P. Wendt, et al., “Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography”, Chemistry - A European Journal, 2024.
Wendt, P., Bader, J., Waltersmann, P.L., Schröder, J.-H., Keßler, M., Stammler, H.-G., Neumann, B., Delp, A., Paesler, F., Schulte, M., Hoge, B.: Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography. Chemistry - A European Journal. (2024).
Wendt, Peter, Bader, Julia, Waltersmann, Paul Lukas, Schröder, Jan-Hendrik, Keßler, Mira, Stammler, Hans-Georg, Neumann, Beate, Delp, Axel, Paesler, Franziska, Schulte, Michael, and Hoge, Berthold. “Halogen Bonding in N-Alkyl-bromo-/iodo-pyridinium Salts and its Application in Chromatography”. Chemistry - A European Journal (2024).
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