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Title: Utility of tris(4-bromopyridyl) europium complexes as versatile intermediates in the divergent synthesis of emissive chiral probes
Authors: Butler, Stephen J.
Delbianco, Martina
Evans, Nicholas H.
Frawley, Andrew T.
Pal, Robert
Parker, David
Puckrin, Robert S.
Yufit, Dmitry S.
Issue Date: 2014
Publisher: © The Royal Society of Chemistry
Citation: BUTLER, S.J. ... et al, 2014. Utility of tris(4-bromopyridyl) europium complexes as versatile intermediates in the divergent synthesis of emissive chiral probes. Dalton Transactions, 43 (15), pp. 5721 - 5730.
Abstract: The synthetic utility of europium complexes with three coordinated 4-bromopyridyl groups for chromophore elaboration has been assessed in palladium-catalysed Sonogashira coupling reactions, and in copper(I) mediated click reactions of the triazide derivative, generated in situ. The crystal structure of the Eu complex of a p-OMe-phenyl substituted triazole at 100 K is reported in which the pendant triazole sensitising moieties interdigitate in the solid-state lattice. The triazole complex can be separated into Δ and Λ enantiomers by chiral HPLC but is weakly emissive in methanol (ε 5.5 mM−1 cm−1; λexc 320 nm; ϕ 0.2%), contrasting with a set of four alkynyl–aryl derivatives which are one thousand times brighter and absorb strongly with broad absorption maxima in the range 332 to 360 nm. An enantiopure europium complex gives an intense CPL signal in solution that is the strongest yet reported.
Description: This is the accepted version of an article subsequently published in the journal, Dalton Transactions [© The Royal Society of Chemistry]. The definitive version is available at: http://dx.doi.org/10.1039/c4dt00253a.
Sponsor: We thank the ERC (FCC 266804), CISbio Bioassays, the Royal Society and EPSRC for support.
Version: Accepted for publication
DOI: 10.1039/c4dt00253a
URI: https://dspace.lboro.ac.uk/2134/18760
Publisher Link: http://dx.doi.org/10.1039/c4dt00253a
ISSN: 1477-9226
Appears in Collections:Published Articles (Chemistry)

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