Alkyltriphenylphosphonium Arenesulfonates: Synthesis and Structures

IF 1.1 3区化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR

Russian Journal of Coordination Chemistry Pub Date : 2024-05-16 DOI:10.1134/S107032842360136X

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

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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−C_Ar (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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烷基三苯基鏻丙烯磺酸盐：合成与结构

[Ph3PCH2СN][OSO2C6H4(COOH)-2]（II）、[Ph3PCH2C(O)Me]-[OSO2С6H4(COOH-2]（III）和[Ph3PCH2C(O)Me][OSO2Naft-1]（IV）。根据 X 射线衍射 (XRD) 数据，化合物 I-IV 的晶体具有离子结构，其中含有四面体烷基三苯基膦阳离子（P-С 1.7820(19)-1.8330(20) Å，CPC 105.37(10)°-112.09(12)°）和异烷基磺酸阴离子。化合物 I 的晶体中含有氢键（S=O--H-OC(O) 1.87 Å），将异磺酸阴离子连接成链。化合物 I-IV 晶体的结构组织主要是由阳离子和阴离子之间的许多弱氢键形成的，例如 S=O---H-CAr (2.29-2.70 Å)、C=O∙∙H-C (2.48 和 2.59 Å) 以及 N∙∙∙H-C (2.62-2.68 Å)。

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来源期刊

Russian Journal of Coordination Chemistry 化学-无机化学与核化学

CiteScore

2.40

自引率

15.80%

发文量

审稿时长

7.2 months

期刊介绍： Russian Journal of Coordination Chemistry is a journal that publishes reviews, original papers, and short communications on all aspects of theoretical and experimental coordination chemistry. Modern coordination chemistry is an interdisciplinary science that makes a bridge between inorganic, organic, physical, analytical, and biological chemistry.