Skip to main content

Research Repository

Advanced Search

Versatile Para‐Substituted Pyridine Lanthanide Coordination Complexes Allow Late Stage Tailoring of Complex Function

Starck, Matthieu; Fradgley, Jack D.; De Rosa, Davide F.; Batsanov, Andrei S.; Papa, Maria; Taylor, Michael J.; Lovett, Janet E.; Lutter, Jacob C.; Allen, Matthew J.; Parker, David

Versatile Para‐Substituted Pyridine Lanthanide Coordination Complexes Allow Late Stage Tailoring of Complex Function Thumbnail


Authors

Matthieu Starck

Jack D. Fradgley

Davide F. De Rosa

Maria Papa

Michael J. Taylor

Janet E. Lovett

Jacob C. Lutter

Matthew J. Allen



Abstract

A series of cationic and neutral p−Br and p−NO2 pyridine substituted Eu(III) and Gd(III) coordination complexes serve as versatile synthetic intermediates. Nucleophilic aromatic substitution occurs readily at the para position under mild conditions, allowing C−N and C−C bond forming reactions to take place, permitting the introduction of azide, amino and alkynyl substituents. For Eu(III) complexes, this approach allows late stage tuning of absorption and emission spectral properties, exemplified by the lowering of the energy of an LMCT transition accompanied by a reduction in the Eu−Npy bond length. Additionally, these complexes provide direct access to the corresponding Eu(II) analogues. With the Gd(III) series, the nature of the p-substituent does not significantly change the EPR properties (linewidth, relaxation times), as required for their development as EPR spin probes that can be readily conjugated to biomolecules under mild conditions.

Citation

Starck, M., Fradgley, J. D., De Rosa, D. F., Batsanov, A. S., Papa, M., Taylor, M. J., …Parker, D. (2021). Versatile Para‐Substituted Pyridine Lanthanide Coordination Complexes Allow Late Stage Tailoring of Complex Function. Chemistry - A European Journal, 27(71), 17921-17927. https://doi.org/10.1002/chem.202103243

Journal Article Type Article
Acceptance Date Oct 27, 2021
Online Publication Date Dec 20, 2021
Publication Date Dec 20, 2021
Deposit Date Jan 26, 2022
Publicly Available Date Mar 28, 2024
Journal Chemistry – A European Journal
Print ISSN 0947-6539
Electronic ISSN 1521-3765
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 27
Issue 71
Pages 17921-17927
DOI https://doi.org/10.1002/chem.202103243

Files

Published Journal Article (2.5 Mb)
PDF

Publisher Licence URL
http://creativecommons.org/licenses/by/4.0/

Copyright Statement
This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.





You might also like



Downloadable Citations