Synthesis and characterization of triorganotin esters of heteroaromatic carboxylic acid and crystal structure of ~nBu_3SnO_2CCH_2C_8H_6N and (PhCH_2)_3SnO_2CC_5H_4N

摘要

Reaction of triorganotin chloride with 2-furanyl, 2-furanvingl, 2-(5-terbutyl)furanyl, 2-thiophenyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-dinolyl, 3-indolmethyl and 3-indolpropyl carboxylates in 1:1 stoichiometry yields triorganotion esters of heteroaromatic carboxylic acid R_3SnO_2CR' (R = ~nBu, PhCH_2). All compounds are characterized by elemental analysis, IR, ~1H NMR and MS. The crystal structure of tributyltin ester of 3-indolmethyl carboxylic acid and tribenzyltin ester of 4-pyridinyl carboxylic acid are determined by single crystal X-ray diffraction. In the crystals of tributyltin ester of 3-indolmethyl carboxylic acid, the tin atoms are rendered five-coordinate in a trigonal bipyramidal structure by bridging carboxyl group. The resulting structure is a linear polymer containing two different Sn-O bond lengths of 2.194(3) and 2.522(3) A. In the crystals of tribenzyltin ester of 4-pyridinyl carboxylic acid, the tin atoms are rendered five-coordinate in a trigonal bipyramidal structure by coordinating with 4-pyridinyl carboxlate group. The resulting structure is a linear polymer containing Sn-O bond lengths of 2.142(2) A and Sn-N bond lengths of 2.563(4) A.