Synthesis and characterization of tri( o-fluorobenzyl)tin esters of heteroaromatic carboxylic acid and crystal structures of tri( o-fluorobenzyl)tin esters of 4-pyridinecarboxylic acid and 3-pyridinecarboxylic acid

Abstract

Reaction of tri( o-fluorobenzyl)tin chloride with sodium of heteroaromatic carboxylic acid in 1:1 stoichiometry yielded complexes of the type (2- F-Bz) 3SnOOCR (R=2-furanyl, 2-furanvingl, 2-thiophenyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-indolyl, 3-indolmethyl and 3-indolpropyl), respectively. These complexes have been characterized by elemental analyses, IR and 1H NMR spectroscopy. The crystal structures of tri( o-fluorobenzyl)tin esters of 4-pyridinecarboxylic acid ( 5) and 3-pyridinecarboxylic acid ( 6) were determined by single crystal X-ray diffraction. In the crystals of compounds 5 and 6, the tin atoms are rendered five-coordinate in a trigonal bipyramidal structure by coordinating with pyridine N atom of carboxylate group. The resulting structure is a one-dimensional linear polymer containing Sn–O bond lengths of 2.161(4), 2.202(9) Å and Sn–N bond lengths of 2.518(5), 2.454(10) Å.