Synthesis and structure of tetraorganylphosphonium arenesulfonates [Ph3PET][OSO2C6H2Me3-2,4,6], [Ph3PET][OSO2C6H3(OH-4)(COOH-3)], [Me4P][OSO2C10H5(OH-1)(NO2)2-2,4], [Ph3PCH2CCH][OSO2C6H3(OH-4)(COOH-3)]

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Tetraorganylphosphonium arenesulfonates [Ph3PEt][OSO2С6H2Me3-2,4,6] (1), [Ph3PEt][OSO2C6H4)(COOH-2)] (2), [Me4P][OSO2С10H5(OH-1)(NO2)2-2,4] (3), [Ph3PCH2C≡CH][OSO2C6H3(OH-4)(COOH-3)] (4) were obtained by substitution reaction from tetraorganylphosphonium halides and arenesulfonic acids in water with a yield of up to 90 %. The structure of complexes 1-4 was proven by IR spectroscopy and X-ray diffraction analysis. According to X-ray diffraction data, the crystals of the complexes have an ionic structure and consist of tetraorganylphosphonium cations and arenesulfonate anions. Crystals (1) [Ph3PEt][OSO2С6H2Me3-2,4,6], C29H31O3PS, M 490,57; monoclinic system, symmetry group P21/c; cell parameters: a = 13,05(2), b = 14,624(18), c = 13,69(2) Å; β = 99,07(7)°, V = 2579(7) Å3; Z = 8; rcal = 1,263 g/cm3; 2q 6,02-56,9°; total reflections 53758; independent reflections 6447; number of specified parameters 311; Rint = 0,0787; GOOF 1,130; R1 = 0,0473, wR2 = 0,1127; residual electron density (max/min): 0,21/-0,49 e/Å3], (2) [Ph3PEt][OSO2C6H4)(COOH-2)], C27H25O5PS, M 492,50; triclinic system, symmetry group P-1; cell parameters: a = 8,645(6), b = 11,385(6), c = 13,194(7) Å; a = 74,954(17)°, β = 73,72(3)°, g = 89,24(3)°; V = 1201,3(12) Å3, Z = 2; rcal = 1,362 g/cm3; 2q 5,96-65,22°; total reflections 63751; independent reflections 8716; number of specified parameters 309; Rint = 0,0466; GOOF 1,019; R1 = 0,0500, wR2 = 0,1129; residual electron density (max/min): 0,23/-0.45 e/Å3], (3) [Me4P][OSO2С10H5(OH-1)(NO2)2-2,4], C14H17N2O8PS, M 404, 33; monoclinic syngony, symmetry group P21/n; cell parameters: a = 7,927(6), b = 8,303(8), c = 26,780(19) Å; β = 93,62(2)°, V = 1759(2) Å3, Z = 4; rcal = 1,527 g/cm3; 2q 6,66-56,64°; total reflections 44090; independent reflections 4338; number of specified parameters 243; Rint = 0,0746; GOOF 1,054; R1 = 0,0550, wR2 = 0,1141; residual electron density (max/min): 0,38/-0,35 e/Å3], (4) [Ph3PCH2C≡CH][OSO2C6H3(OH-4)(COOH-3)], C56H46O12P2S2, M 1036,99; monoclinic syngony, symmetry group P21/c; cell parameters: a = 17,888(7), b = 19,340(9), c = 15,858(7) Å; β = 113,031(4)°, V = 5049(4) Å3; Z = 4; rcal = 1,364 g/cm3; 2q 5,96-56,66°; total reflections 84469; independent reflections 12502; number of specified parameters 655; Rint = 0,0862; GOOF 1,025; R1 = 0,0548, wR2 = 0,1173; residual electron density (max/min): 0,54/-0,40 e/Å3].

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Tetraorganylphosphonium bromide, arenesulfonic acid, tetraorganylphosphonium arenesulfonate, synthesis, structure, x-ray diffraction analysis

Короткий адрес: https://sciup.org/147248052

IDR: 147248052   |   DOI: 10.14529/chem250112

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