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Versatile para-substituted pyridine lanthanide coordination complexes allow late stage tailoring of complex function

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Starck_2021_Versatile_para_substituted_Chem_202103243_CCBY.pdf (2.436Mb)
Date
16/11/2021
Author
Starck, Matthieu
Fradgley, Jack
De Rosa, Davide F
Batsanov, Andrei
Papa, Maria
Taylor, Michael
Lovett, Janet
Lutter, Jacob
Allen, Matthew
Parker, David
Keywords
Europium
Gadolinium
Luminescence
EPR
QD Chemistry
DAS
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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 transtion 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 , De Rosa , D F , Batsanov , A , Papa , M , Taylor , M , Lovett , J , Lutter , J , Allen , M & Parker , D 2021 , ' Versatile para-substituted pyridine lanthanide coordination complexes allow late stage tailoring of complex function ' , Chemistry - A European Journal , vol. Early View . https://doi.org/10.1002/chem.202103243
Publication
Chemistry - A European Journal
Status
Peer reviewed
DOI
https://doi.org/10.1002/chem.202103243
ISSN
0947-6539
Type
Journal article
Rights
Copyright © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH. 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.
Description
We thank EPSRC, (EP/L01212X/1), for grant support, Cisbio Bioassays for partial studentship support (JDF), and the European Commission for their support (DFR) under an ITN (HEL4CHIROLED 859752). JEL thanks the Royal Society for a University Research Fellowship and doctoral support for MP, BBSRC for BB/T017740/1. MJT thanks EPSRC for doctoral funding (EP/M508214/1). JCL and MJA gratefully acknowledge support from the National Institutes of Health (R01 EB027103).
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/24350

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