Synthesis of triphenylantimony bis(2-hydroxypropanoate)Ph3Sb(O2CCH(OH)CH3)2

Triphenylantimony bis(2-hydroxypropanoate) Ph3Sb(O2CCH(OH)CH3)2 was obtained by the oxidative addition reaction of triphenylantimony and 2-hydroxypropenoic acid in the presence of hydrogen peroxide in isopropyl alcohol at room temperature. The product was purified by recrystallization from a hexane-chloroform (4:1) mixture and confirmed by elemental analysis, IR, 1H and 13C-NMR spectroscopy. The yield of the purified material was 55 %, m.p. 50 ºС. The 1H NMR spectrum (CDCl3, δ, ppm) contained ortho-proton signals of 7.82 (d, J = 71.5 Hz, 6H), meta- and para-protons of 7.60-7.43 (m, 9H) of phenyl groups, protons of methyne and hydroxyl groups 4.26 (dd, J = 31.6, 5.9 Hz, 4H), protons of methyl groups 1.43 (s, 6H). The 13C NMR spectrum (CDCl3, δs, ppm) contained the signals: 178.60 (COO-), 135.35 (Sb-C), 131.91 (o-Ph), 129.60 (m-, p-Ph), 66.74 (CH), 20.24 (CH3). In the IR spectrum there were signals (cm-1): 447-459 ν(Sb-C), 693 ν(Sb-O), 734-747 ν(C-O), 1102-1127 δ(CH), 1567-1600 νas(COO), 1306-1384 νs(COO), 2890 ν(CH, CHOH), 2930-2981 ν(CH, CH3), 3055-3069 ν(CH, Ph), 3400-3500 ν(OH). The elemental analysis data were in good agreement with the calculated values. Found, %: C 54.37, H 4.81. C24H25O6Sb. Calculated, %: C 54.2, H 4.71.