Reactions of butene[bis(triphenylphosphonium)] and pentane[bis(triphenylphosphonium)] bromides with arenesulfonic acids

The reaction of equimolar amounts of tetraorganylphosphonium bromides with arenesulfonic acids in water led to formation of ionic tetraorganylphosphonium arenesulfonates [Ph3PCH2CH=CHCH2PPh3][OSO2C9H3N(OH-4)(I-7)]2 ∙ 4H2O (1), [Ph3P(CH2)5PPh3][OSO2C6H4(COOH-2)][Br] (2), yielding up to 89 %. The structural features of complexes 1, 2 were established by X-ray diffraction. Crystals 1 [C58H54I2N2O12P2S2, M 1350.89; triclinic system, symmetry group P-1; cell parameters: a = 9.506(8), b = 11.323(12), c = 13.662(10) Å; a = 82.21(4)°, β = 89.26(2)°, g = 72.60(4)°, V = 1390(2) Å3, Z = 2; rcalc = 1.614 g/cm3], 2 [C48H45O5P2SBr, M 875.75; triclinic system, symmetry group P-1; cell parameters: a = 10.307(7), b = 14.226(9), c = 16.291(10) Å; a = 67.07(3)°, β = 83.74(3)°, g = 74.65(3)°, V = 2122(2) Å3, Z = 2; rcalc = 1.371 g/cm3] consist of tetraorganylphosphonium cations and arene-sulfonate anions with a tetrahedral sulfur atom. The crystal of complex 2 also contains [Br]- anions. The P-C bond lengths vary in the range 1.779(3)-1.815(4) Å. The CPC bond angles take values of 104.33(15)-112.00(10)°. The S-O distances vary within the range of 1.4397(18)-1.4576(19) Å. Complete tables of atomic coordinates, bond lengths and bond angles for structures have been deposited in the Cambridge Structural Data Bank (No. 2164291 (1), No. 2165072 (2), deposit@ccdc.cam.ac.uk; http://www.ccdc cam.ac.uk).