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NIR-emitting ytterbium complexes with a large Stokes shift for detection of sulfide

Four new NIR-emitting ytterbium complexes Ln(L)(HL) and K[Ln(L)2](H2O)n (Ln = Yb, Lu; L = 2-tosylaminobenzaldehyde-4-azidomethylbenzoylhydrazone (L1) and 2-tosylamino-5-bromobenzaldehyde-4-azidomethylbenzoylhydrazone (L2)) were obtained and characterized, and 6 crystal structures of Yb(L1)(HL1), Lu(...

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Published in:Journal of luminescence 2023-11, Vol.263, p.120054, Article 120054
Main Authors: Koshelev, Daniil S., Tcelykh, Liubov O., Mustakimov, Robert E., Medved'ko, Aleksei V., Latipov, Egor V., Pavlov, Alexander A., Goloveshkin, Alexander S., Gontcharenko, Victoria E., Vlasova, Kseniya Yu, Burlov, Anatoliy S., Lepnev, Leonid S., Vatsadze, Sergey Z., Utochnikova, Valentina V.
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Language:English
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Summary:Four new NIR-emitting ytterbium complexes Ln(L)(HL) and K[Ln(L)2](H2O)n (Ln = Yb, Lu; L = 2-tosylaminobenzaldehyde-4-azidomethylbenzoylhydrazone (L1) and 2-tosylamino-5-bromobenzaldehyde-4-azidomethylbenzoylhydrazone (L2)) were obtained and characterized, and 6 crystal structures of Yb(L1)(HL1), Lu(L2)(HL2), Lu(L2)(HL2)(n-Hex) (n-Hex = n-Hexane), K[Lu(L1)2](H2O), {KYb(L1)2(H2O)2(THF)}2 and K[Yb(L2)2](THF) were determined. Rational design yielded complexes with intense NIR emission, a Stokes shift of 500 nm (16 100 cm−1), and sensitivity towards the S2− anion. The complexes could penetrate cells, and showed low toxicity. •Four novel NIR emissive Yb complexes were synthesized and characterized in detail.•Six new crystal structures of these complexes were determined.•Solution behavior of the complexes was established based on the 1D and 2D NMR.•The obtained complexes demonstrated high sensitivity to S2− anion up to 1.2%/μM.•Complexes was prove to be non-toxic up to 80 mM concentration (MCF-7 cells).
ISSN:0022-2313
1872-7883
DOI:10.1016/j.jlumin.2023.120054