Synthesis and Structures of Tris(3-Fluorophenyl)antimony Dicarboxylates: (3-FC6H4)3Sb[OC(O)R]2 (R = C6H3[(NO2)2-3,5)], CH2Br, CH2Cl, and CH=CHPh)

Resumo

The reactions of tris(3-fluorophenyl)antimony (3-FС₆H₄)₃Sb with 3,5-dinitrobenzoic, bromoacetic, chloroacetic, and cinnamic acids in the presence of tert-butyl hydroperoxide afford tris(3-fluorophenyl)antimony bis(3,5-dinitrobenzoate (I), tris(3-fluorophenyl)antimony bis(bromoacetate (II), tris(3-fluorophenyl)antimony bis(chloroacetate) (III), and tris(3-fluorophenyl)antimony dicinnamate (IV). According to the X-ray diffraction data, the coordination mode of the Sb atoms in all compounds is a trigonal bipyramid (CIF files CCDC nos. 1576022 (I), 1576023 (II), 1575287 (III), and 1576967 (IV). The axial angles OSbO are 174.70(6)°, 175.92(15)°, 176.62(6)°, and 175.81(11)°. The Sb−O and Sb−С bond lengths are 2.117(2), 2.137(2), and 2.105(3)−2.119(2) Å in I; 2.110(4), 2.129(4), and 2.096(5)−2.112(5) Å in II; 2.118(2), 2.136(2), and 2.120(2)−2.128(2) Å in III; and 2.142(3) and 2.115(3)−2.119(4) Å in IV. The Sb⋅⋅⋅O intramolecular distances with the carbonyl oxygen atom (2.895(3), 2.968(4) Å (I); 2.814(6), 2.930(6) Å (II); 2.809(3), 2.933(4) Å (III); and 2.601(4) Å (IV)) are shorter than the sum of the van der Waals radii of Sb and O by ∼1.0 Å.