The synthesis and structural characterization of a series of triphenyltin(IV) esters of <i>N</i>-arylidene-ω-amino acids

Abstract

Methods of synthesis, elemental analyses, and IR and NMR spectroscopic data are reported for a series of triphenyltin esters of N-salicylidene-ω amino acids of the general formula: Ph 3 SnOCO(CH 2 ) n N=CHAr (Ar = 2-HOC 6 H 4 − and 2-HOC 10 H 6 −; n = 1, 2, 3, and 5). The crystal structure of triphenyltin N-salicylidene-6-aminohexanoate was determined. The crystals are monoclinic, space group P2 1 /a, with a = 16.3493(8) Å, b = 9.0675(7) Å, c = 18.8562(14) Å, β = 100.493(5)°, V = 2748.6(3) Å 3 , Z = 4, and D calc = 1.427 Mg m −3 . The final discrepancy factors are R F = 0.033, and R W = 0.036 for 2339 significant reflections. This compound, believed typical of the series described, adopts a polymeric trans-O 2 SnC 3 trigonal bipyramidal geometry with the axial positions occupied by a carboxylate oxygen and the phenolic oxygen of an adjacent molecule. These compounds appear to be the first reported triphenyltin(IV) carboxylates with phenolic oxygen bridges.