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Unusual selective reactivity of the rare-earth metal complexes bearing a ligand with multiple functionalities

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Abstract

Ligands play a key role in controlling activity of organometallic complexes so that development of new ligands to overcome the challenge is the main topic of modern chemistry. The first example of 1,1-hydride migratory insertion and intramolecular redox reaction has been realized in this work by applying a new ligand in rare-earth metal chemistry. The novel rare-earth metal complexes LMesRECH2TMS(THF) (RE = Y (1a), Dy (1b), Er (1c), Yb (1d), LMes = 1-(3-(2,6-iPr2C6H3N=CH)C8H4N)-CH2CH2-3-(2-CH2—4,6-Me2C6H2)-(N(CH)2NC), THF = tetrahydrofuran) bearing a ligand with imino, indolyl, NHC (N-heterocyclic carbene) multiple functionalities were synthesized and characterized. Treatment of complexes 1 with silanes (PhSiH3 or PhSiH2Me or PhSiD3) selectively produced the unprecedented 1,1-hydride (or deuterated H) migratory insertion of the indolyl moiety of the novel unsymmetrical dinuclear rare-earth metal complexes 2. The complex 2a reacts with Ph2C-O to give the selective C-O double bond insertion to the RE-Co-methylene-Mes bond product 3a which further reacts with another Ph2C-O (or DMAP, 4-N, N-dimethylaminopyridine) affording the novel μ-η2:η3-dianionic 3-iminoindolyl dinuclear rare-earth metal complex 4a. The latter is formed through an unusual intramolecular redox reaction (through electron migration from the 2-carbanion of the indolyl ring to the imino motif) resulting in the re-aromatization of the indolyl ring.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (22031001, 21871004, 21861162009, 22171004) and the grants from the Education Department of Anhui Province (GXXT-2021-052). Laurent Maron is a senior member of the Institut Universitaire de France. CalMip is acknowledged for a generous grant of computing time.

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Authors and Affiliations

  1. Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, China

    Dongjing Hong, Shan Zhu, Shuangliu Zhou, Xiancui Zhu & Shaowu Wang

  2. Anhui Laboratory of Clean Catalytic Engineering, Anhui Laboratory of Functional Coordinated Complexes for Materials Chemistry and Application, College of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu, 241000, China

    Zeming Huang & Shaowu Wang

  3. LPCNO, CNRS & INSA, Université Paul Sabatier, 135 Avenue de Rangueil, 31077, Toulouse, France

    Thayalan Rajeshkumar & Laurent Maron

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  1. Dongjing Hong
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  2. Thayalan Rajeshkumar
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  3. Shan Zhu
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  4. Zeming Huang
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  5. Shuangliu Zhou
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  6. Xiancui Zhu
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  7. Laurent Maron
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  8. Shaowu Wang
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Corresponding authors

Correspondence to Laurent Maron or Shaowu Wang.

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The supporting information is available online at http://chem.scichina.com and http://link.springer.com/journal/11426. The supporting materials are published as submitted, without typesetting or editing. The responsibility for scientific accuracy and content remains entirely with the authors.

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Hong, D., Rajeshkumar, T., Zhu, S. et al. Unusual selective reactivity of the rare-earth metal complexes bearing a ligand with multiple functionalities. Sci. China Chem. 66, 117–126 (2023). https://doi.org/10.1007/s11426-022-1396-x

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  • DOI: https://doi.org/10.1007/s11426-022-1396-x

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