Affiliation:
1. South Ural State University (National Research University)
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) A, CPC 05.37(10)°−112.09(12)°) and arenesulfonate anions. The crystal of compound I contains hydrogen bonds (S=O∙∙∙H−OC(O) 1.87 A) 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 A), C=O∙∙∙H–C (2.48 and 2.59 A), and N∙∙∙H–C (2.62−2.68 A).
Publisher
The Russian Academy of Sciences
Reference26 articles.
1. The Chemistry of Organophosphorus Compounds, Hartley, F.R., Ed., New York: Wiley, 1983, vol. 3.
2. Moritz, R., Wagner, M., Schollmeyer, D., et al., Chem.-Eur. J., 2015, vol. 21, p. 9119. https://doi.org/10.1002/chem.201406370
3. Werner, T., Adv. Synth. Catal., 2009, vol. 351, p. 1469. https://doi.org/10.1002/adsc.200900211
4. Cordovilla, C., Bartolome, C., Martinez-Ilarduya, J.M., et al., ACS Catal., 2015, vol. 5, p. 3040. https://doi.org/10.1021/acscatal.5b00448
5. Chong, C.C., Hirao, H., and Kinjo, R., Angew. Chem., Int. Ed. Engl., 2015, vol. 127, p. 192. https://doi.org/10.1002/ange.201408760