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Synthesis and Structures of Organyltriphenylphosphonium Organosulfonates [Ph3PR][OSO2R'] (R = Ph, R' = C6H3Cl2-2,5; R = C6H11-cyclo, R' = C6H3Cl2-2,5; R = CH2OMe, R' = C6H3(NO2)2-2,4; R = CH2OMe, R' = C6H4(COOH-2))

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Abstract

The reactions of equimolar amounts of tetraorganylphosphonium chloride with 2,5-dichlorobenzenesulfonic, 2,4-dinitrobenzenesulfonic, and 2-carboxybenzenesulfonic acids in water afford organyltriphenylphosphonium organosulfonates [Ph3PR][OSO2R'] (R = Ph, R' = C6H3Cl2-2,5 (I); R = C6H11-cyclo, R' = C6H3Cl2-2,5 (II); R = CH2OMe, R' = C6H3(NO2)2-2,4 (III); R = CH2OMe, R' = C6H4(COOH-2) (IV)). According to the X-ray diffraction (XRD) data (CIF files ССDС nos. 2142598 (I), 2144330 (II), 2144708 (III), and 2145604 (IV)), the complexes are ionic. The phosphorus atoms in the cations of complexes I‒IV are characterized by the tetrahedral coordination, and the organosulfonate anions have the usual geometry with the tetrahedral sulfur atom. The Р−С bond lengths are 1.7665(18)−1.836(2) Å, and the СРС bond angles vary in a range of 103.81(6)°−113.43(7)°. The structural organization in the crystals of complexes I−IV is formed by numerous weak hydrogen bonds between the cations and anions, such as S=O···H−CAr, N=O···H−CAr, C=O···H−CAr, etc. The arenesulfonate anions in complex I are structured into dimers by molecules of water of crystallization.

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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 E. S. Mekhanoshina.

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Translated by E. Yablonskaya

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Sharutin, V.V., Sharutina, O.K. & Mekhanoshina, E.S. Synthesis and Structures of Organyltriphenylphosphonium Organosulfonates [Ph3PR][OSO2R'] (R = Ph, R' = C6H3Cl2-2,5; R = C6H11-cyclo, R' = C6H3Cl2-2,5; R = CH2OMe, R' = C6H3(NO2)2-2,4; R = CH2OMe, R' = C6H4(COOH-2)). Russ J Coord Chem 49, 458–464 (2023). https://doi.org/10.1134/S1070328423600341

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