Highly NIR-emitting ytterbium complexes containing 2-(tosylaminobenzylidene)- N -benzoylhydrazone anions: structure in solution and use for bioimaging
Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL) 2 Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene- N -benzoylhydrazone (H 2 L), and the structure of [Yb(L)] + cation in solution was determined. Based on the NMR data, t...
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| Published in | Dalton transactions : an international journal of inorganic chemistry Vol. 50; no. 11; pp. 3786 - 3791 |
|---|---|
| Main Authors | , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Royal Society of Chemistry
21.03.2021
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)
2
Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-
N
-benzoylhydrazone (H
2
L), and the structure of [Yb(L)]
+
cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L)
2
]
−
was predicted, which was successfully synthesized, and the crystal structure of K(C
2
H
5
OH)
3
[Yb(L)
2
] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H
2
O)
3
[Yb(L)
2
] was successfully used for bioimaging. |
|---|---|
| AbstractList | Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)
2
Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-
N
-benzoylhydrazone (H
2
L), and the structure of [Yb(L)]
+
cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L)
2
]
−
was predicted, which was successfully synthesized, and the crystal structure of K(C
2
H
5
OH)
3
[Yb(L)
2
] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H
2
O)
3
[Yb(L)
2
] was successfully used for bioimaging. Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL) Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H L), and the structure of [Yb(L)] cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L) ] was predicted, which was successfully synthesized, and the crystal structure of K(C H OH) [Yb(L) ] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H O) [Yb(L) ] was successfully used for bioimaging. Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H2L), and the structure of [Yb(L)]+ cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L)2]- was predicted, which was successfully synthesized, and the crystal structure of K(C2H5OH)3[Yb(L)2] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H2O)3[Yb(L)2] was successfully used for bioimaging.Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H2L), and the structure of [Yb(L)]+ cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L)2]- was predicted, which was successfully synthesized, and the crystal structure of K(C2H5OH)3[Yb(L)2] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H2O)3[Yb(L)2] was successfully used for bioimaging. Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H2L), and the structure of [Yb(L)]+ cation in solution was determined. Based on the NMR data, the possibility to obtain novel complexes containing [Ln(L)2]− was predicted, which was successfully synthesized, and the crystal structure of K(C2H5OH)3[Yb(L)2] was determined. Thanks to its high quantum yield of NIR luminescence (1.3 ± 0.2%), high absorption, low toxicity, and the stability of its anion against dissociation in DMSO, K(H2O)3[Yb(L)2] was successfully used for bioimaging. |
| Author | Goloveshkin, Alexander S. Lepnev, Leonid S. Bräse, Stefan Schepers, Ute Marciniak, Łukasz Utochnikova, Valentina V. Burlov, Anatolii S. Ustinovich, Ilya D. Kalyakina, Alena S. Kovalenko, Anton D. Pavlov, Alexander A. |
| Author_xml | – sequence: 1 givenname: Anton D. orcidid: 0000-0003-2417-2846 surname: Kovalenko fullname: Kovalenko, Anton D. organization: Department of Material Sciences, Lomonosov Moscow State University, Moscow, Russian Federation, Center for Molecular Biophysics – sequence: 2 givenname: Alexander A. orcidid: 0000-0002-4612-0169 surname: Pavlov fullname: Pavlov, Alexander A. organization: Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Moscow, Russian Federation – sequence: 3 givenname: Ilya D. surname: Ustinovich fullname: Ustinovich, Ilya D. organization: Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Moscow, Russian Federation – sequence: 4 givenname: Alena S. orcidid: 0000-0003-1685-8151 surname: Kalyakina fullname: Kalyakina, Alena S. organization: Institute of Biological and Chemical Systems (IBCS-FMS), Karlsruhe Institute of Technology (KIT), Hermann von Helmholtz Platz 1, KarlsruheEggenstein-Leopolddshafen, Germany – sequence: 5 givenname: Alexander S. surname: Goloveshkin fullname: Goloveshkin, Alexander S. organization: Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Moscow, Russian Federation – sequence: 6 givenname: Łukasz orcidid: 0000-0001-5181-5865 surname: Marciniak fullname: Marciniak, Łukasz organization: Institute of Low Temperature and Structure Research, Polish Academy of Sciences, Wroclaw, Poland – sequence: 7 givenname: Leonid S. surname: Lepnev fullname: Lepnev, Leonid S. organization: P.N. Lebedev Physical Institute RAN, Moscow, Russian Federation – sequence: 8 givenname: Anatolii S. surname: Burlov fullname: Burlov, Anatolii S. organization: Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation – sequence: 9 givenname: Ute surname: Schepers fullname: Schepers, Ute organization: Institute of Functional Interfaces (IFG), Karlsruhe Institute of Technology (KIT), Hermann von Helmholtz Platz 1, Eggenstein-Leopolddshafen, Germany – sequence: 10 givenname: Stefan surname: Bräse fullname: Bräse, Stefan organization: Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT), Karlsruhe, Germany, Institute of Biological and Chemical Systems (IBCS-FMS) – sequence: 11 givenname: Valentina V. orcidid: 0000-0002-0830-1268 surname: Utochnikova fullname: Utochnikova, Valentina V. organization: Department of Material Sciences, Lomonosov Moscow State University, Moscow, Russian Federation, Department of Chemistry, Lomonosov Moscow State University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/33704306$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1016_j_jlumin_2021_118702 crossref_primary_10_1002_zaac_202200230 crossref_primary_10_1016_j_jlumin_2023_120054 crossref_primary_10_1039_D1TC04600D crossref_primary_10_1016_j_orgel_2022_106492 crossref_primary_10_1002_asia_202400038 crossref_primary_10_1039_D4TC03970J crossref_primary_10_1016_j_poly_2023_116298 crossref_primary_10_3390_ma16165642 crossref_primary_10_3390_molecules27206793 crossref_primary_10_1134_S1070363222060135 crossref_primary_10_1039_D1DT04033B |
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| Snippet | Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)
2
Cl, containing non-macrocyclic... Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL) Cl, containing non-macrocyclic... Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic... |
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| SubjectTerms | Anions Crystal structure Crystallography Medical imaging NMR spectroscopy Toxicity Ytterbium |
| Title | Highly NIR-emitting ytterbium complexes containing 2-(tosylaminobenzylidene)- N -benzoylhydrazone anions: structure in solution and use for bioimaging |
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