New tripodal ligand on the triphenylphosphine oxide platform with 1,2,3-triazole side arms: synthesis, structure, coordi
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ORIGINAL PAPER
New tripodal ligand on the triphenylphosphine oxide platform with 1,2,3‑triazole side arms: synthesis, structure, coordination, and extraction properties Igor Y. Kudryavtsev1 · Olga V. Bykhovskaya1 · Anna G. Matveeva1 · Tatyana V. Baulina1 · Margarita P. Pasechnik1 · Sergey V. Matveev1 · Anna V. Vologzhanina1 · Alexander N. Turanov2 · Vasilii K. Karandashev3,4 · Valery K. Brel1 Received: 31 July 2020 / Accepted: 30 September 2020 © Springer-Verlag GmbH Austria, part of Springer Nature 2020
Abstract New hybrid tripodal propeller ligands on the triphenylphosphine oxide platform with triazole rings in the side arms and alkyl and aryl substituents in the triazole fragments have been synthesized by the click reaction. Composition and structure of the prepared compounds have been established by vibrational (IR, Raman) and multinuclear (1H, 13C, 31P) NMR spectroscopy, elemental analysis, and mass spectrometry. Coordination and extraction properties of the prepared compounds toward Pd(II) have been studied by the example of one of the ligands. Graphic abstract
Keywords Click reaction · Extraction · 1,2,3-Triazole · Tripodal ligands · Palladium complex · X-ray structure determination
Introduction Electronic supplementary material The online version of this article (https://doi.org/10.1007/s00706-020-02702-6) contains supplementary material, which is available to authorized users. * Igor Y. Kudryavtsev [email protected] 1
Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia
2
Institute of Solid State Physics, Russian Academy of Sciences, Chernogolovka, Russia
3
Institute of Microelectronics Technology Problems and High Purity Materials, Russian Academy of Sciences, Chernogolovka, Russia
4
National University of Science and Technology MISiS, Moscow, Russia
Versatile architecture of tripodal ligands based on central core (platform) and three side arms containing functional groups provides a possibility to construct various hosts of different denticity and geometry [1, 2]. Depending on the nature of functional groups, tripodal ligands can form complexes with cations [3–6], anions [7–10], and neutral molecules [11–13]. These ligands are used for recovery of d- and f-block elements and separation of actinides and lanthanides [10, 14–18]. At the same time, there is growing interest in tripodal ligands based on the triphenylphosphine oxide platform [19–22]. Due to structural features, these ligands adopt a propeller conformation, where the side chains in the ortho position with donor groups come close to each other
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and the central P=O group to form a cavity favorable for complexation with metal cation. These ligands containing C=O and C≡N groups in the side chains produce complexes with d- and f-block elements [19–22] and behave as efficient extractants for actinides and lanthanides [21, 22]. Designing polydentate ligands containing donor atoms of different nature and showing diverse affinity to d
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