Синтез и строение органосульфонатов тетраорганилфосфония [R4P][OSO2R’], R = Me, R’ = C6H3Cl2-2,5; R = Bu, R’ = C10H5(OH-1)(NO2)2-2,4; [Ph3PR][OSO2R’], R = CH2CH=CHCH2PPh3, R’ = OSO2C9H4N(OH-8)(I-7); R = C6H11-cyclo, R’ = C6H3(NO2)2-2,4; R = CH2CH=CHMe, R’ = C6H3Cl2-2,5

Abstract

The interaction of equimolar amounts of tetraorganylphosphonium halides with 2,5-dichlorobenzenesulfonic, 2,4-dinitrobenzenesulfonic, 1-hydroxy-2,4-dinitro-7-naphthalenesulfonic and 8-hydroxy-7-iodo-5-quinolinesulfonic acids in water leads to the formation of ionic tetraorganylphosphonium organosulfonates [R4P][OSO2R’], R = Me, R’ = C6H3Cl2-2,5 (1); R = Bu, R’ = C10H5(OH-1)(NO2)2-2,4 (2); [Ph3PR][OSO2R’], R = CH2CH=CHCH2PPh3, R’ = C9H4N(OH-8)(I-7) (3); R = C6H11-cyclo, R’ = C6H3(NO2)2-2,4 (4); R = CH2CH=CHMe, R’ = C6H3Cl2-2,5 (5). The structures of complexes 1‒4 have been established by X-ray diffraction analysis. The X-ray structural analysis has been carried out on an automatic four-circle D8 Quest Bruker diffractometer (МоКα-radiation, λ = 0.71073 Å, graphite monochromator) at 293 K. Crystals 1 [C16H22O8PS2Cl4, M 579.23; monoclinic syngony, space group С2/с; сell parameters: a = 35.69(4), b = 7.454(9), c = 23.67(2) Å;  = 90.00, β = 129.16(3),  = 90.00 deg., V = 4883(9) Å3, Z = 8; calc = 1.576 g/cm3], 2 [C42H77N2O8P2S, M 832.06; orthorhombic syngony, space group Pbca; сell parameters: a = 14.712(9), b = 22.825(16), c = 29.475(16) Å;  = 90.00, β = 90.00,  = 90.00 deg., V = 9898(11) Å3, Z = 8; calc = 1.117 g/cm3], 3 [C29H27O6PSIN, M 675.45; triclinic syngony, space group P–1; сell parameters: a = 9.506(8), b = 11.323(12), c = 13.662(10) Å;  = 82.21(4), β = 89.26(2),  = 72.60(4) deg., V = 1390(2) Å3, Z = 2; calc = 1.614 g/cm3], and 4 [C30H29N2O7PS, M 592.58; triclinic syngony, space group P–1; сell parameters: a = 9.793(5), b = 11.214(5), c = 14.341(7) Å;  = 109.495(17), β = 99.55(3),  = 94.58(2) deg., V = 1448.5(12) Å3, Z = 2; calc = 1.359 g/cm3]. The coordination of the phosphorus atoms in cations 1‒5 is distorted tetrahedral; organosulfonate anions have the usual geometry with a tetrahedral sulfur atom. The Р−С bond lengths are 1.746(7)−1.841(19) Å, which is less than the sum of the covalent radii of the partner atoms (1.83 Å). The S−C distances are in the range of 1.759(5)−1.815(3) Å. The СРС valence angles vary in the range 85.2(8) −114.0(5) deg. The structural organization in crystals 1‒4 is due to weak intermolecular contacts of the O···Н type, 1.60–2.72 Å (the sum of the Van der Waals radii of the partner atoms is 2.62 Å). Complete tables of atomic coordinates, bond lengths and bond angles for structures have been deposited at the Cambridge Crystallographic Data Centre (No. 2153156 (1), No. 2157531 (2), No. 2160476 (3), No. 2157713 (4); deposit@ccdc.cam.ac.uk; https://www.ccdc.cam.ac.uk).