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Alkyltriphenylphosphonium Arenesulfonates: Synthesis and Structures

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Abstract

The reactions of equimolar amounts of alkyltriphenylphosphonium bromide with arenesulfonic acids in an aqueous-acetone solution afford alkyltriphenylphosphonium arenesulfonates [Ph3PCH2ОMe]-[OSO2C6H3(OH-4)(COOH-3)] (I), [Ph3PCH2СN][OSO2C6H4(COOH)-2] (II), [Ph3PCH2C(O)Me]-[OSO2С6H4(COOH-2] (III), and [Ph3PCH2C(O)Me][OSO2Naft-1] (IV). According to the X-ray diffraction (XRD) data, the crystals of compounds I−IV have ionic structures with tetrahedral alkyltriphenylphosphonium cations (P−С 1.7820(19)−1.8330(20) Å, CPC 105.37(10)°−112.09(12)°) and arenesulfonate anions. The crystal of compound I contains hydrogen bonds (S=O···H−OC(O) 1.87 Å) linking the arenesulfonate anions into chains. The structural organization of the crystals of compounds I−IV is mainly formed due to numerous weak hydrogen bonds between the cations and anions, for instance, S=O···H−CAr (2.29−2.70 Å), C=O∙∙∙H–C (2.48 and 2.59 Å), and N∙∙∙H–C (2.62−2.68 Å).

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  1. South Ural State University (National Research University), Chelyabinsk, Russia

    V. V. Sharutin, O. K. Sharutina & E. S. Mekhanoshina

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  1. V. V. Sharutin
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  2. O. K. Sharutina
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  3. E. S. Mekhanoshina
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Correspondence to V. V. Sharutin.

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Translated by E. Yablonskaya

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Sharutin, V.V., Sharutina, O.K. & Mekhanoshina, E.S. Alkyltriphenylphosphonium Arenesulfonates: Synthesis and Structures. Russ J Coord Chem 50, 226–232 (2024). https://doi.org/10.1134/S107032842360136X

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