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A Bis-Sulfonyl O,C,O Aryl Pincer Ligand and its Tin(II) Complex: Synthesis, Structural Studies, and DFT Calculations

Abstract : The efficiency of the deprotonated aryl bis‐sulfone [2,6‐{(p‐tolyl)SO2}2C6H3]− as an O,C,O‐coordinating pincer‐type ligand was described. The bis‐sulfone precursor was synthesized using a straightforward palladium‐catalyzed cross‐coupling reaction. As a result of directed ortho metalation (DoM) through sulfonyl groups, a selective lithiation of the aryl group was achieved and the corresponding carbanion was isolated and its structure determined by single‐crystal X‐ray diffraction analysis. A heteroleptic tin(II) complex has been prepared by a nucleophilic substitution reaction. Crystallographic analysis and DFT calculations indicate that the bis‐sulfonyl moiety acts as a new O,C,O‐coordinating pincer‐type ligand with intramolecular SO coordination to a tin(II) center. The cis form with the two nonbonded oxygen atoms of the sulfonyl groups on the same side is preferentially obtained.
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Submitted on : Friday, October 18, 2019 - 10:10:14 PM
Last modification on : Monday, July 20, 2020 - 5:40:03 PM

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Mohammad El ezzi, Romaric Lenk, David Madec, Jean-Marc Sotiropoulos, Sonia Mallet-Ladeira, et al.. A Bis-Sulfonyl O,C,O Aryl Pincer Ligand and its Tin(II) Complex: Synthesis, Structural Studies, and DFT Calculations. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2015, 54 (3), pp.805-808. ⟨10.1002/anie.201406283⟩. ⟨hal-02320620⟩

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