Rhenium complexes based on an N2O tridentate click scaffold : from synthesis, structural and theoretical characterization to a radiolabelling study

Eychenne, Romain;Guizani, Sihem;Wang, Jin-Hui;Picard, Claude;Lepareur, Nicolas;et.al.
(2017) European Journal of Inorganic Chemistry — Vol. 2017, n° 1, p. 69-81 (2016)

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  • Eychenne, RomainCNRS
    Author
  • Guizani, SihemCentre National des Sciences et Technologies Nucléaires, Sidi Thabet
    Author
  • Wang, Jin-HuiCNRS
    Author
  • Picard, ClaudeCNRS
    Author
  • Wolff, MariuszUCLouvain
    Author
  • Lepareur, NicolasCentre Eugène Marquis
    Author
  • et. al.
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Abstract
A general synthetic approach to a novel range of semirigid bifunctional chelating agents (BCAs) that include an aromatic ring and a triazolyl moiety in the chelating unit has been investigated for the fac-[M(CO)3]+core (M =185/187Re or188Re). The strategy includes the facile preparation of these N2O ligands bearing various functionalized arms (carboxylate, terminal alkyne, aromatic amine). The reaction of commercial [Re(CO)5Cl] {or a freshly prepared [Re(OH2)3(CO)3]+precursor} with our BCAs in methanol led to the formation of stable neutral tricarbonylrhenium complexes of general formula [Re(CO)3(L)] (LH = 5, 10, 11) in high yields. These compounds were characterized by IR and NMR spectroscopy, mass spectrometry, electrochemistry, and X-ray crystallography for [Re(CO)3(5–H)] and [Re(CO)3(11–H)] as well as by DFT calculations. The analogous rhenium-188 complexes [188Re(CO)3(5)] and [188Re(CO)3(11–H)] were also prepared, in acceptable to excellent yields, by the reaction of 5 or 11 with the fac-[188Re(OH2)3(CO)3]+precursor in methanol at 80 �C. The structural identities of the radioactive complexes were assessed by HPLC studies. The good affinity of these click ligands for the ReIcore combined with the ease of their derivatization make this chelating system promising for the conception of target-specific radiopharmaceuticals for therapeutic purposes.
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Eychenne, R., Guizani, S., Wang, J.-H., Picard, C., Malek, N., Fabre, P.-L., Wolff, M., Machura, B., Saffon, N., Lepareur, N., & et al. (2017). Rhenium complexes based on an N2O tridentate click scaffold : from synthesis, structural and theoretical characterization to a radiolabelling study. European Journal of Inorganic Chemistry, 2017(1), 69-81. https://doi.org/10.1002/ejic.201600877 (Original work published 2016)