Organotin(IV) carboxylates based on amide carboxylic acids: Syntheses, crystal structures and characterizations

A series of organotin carboxylates based on amide carboxylic acids: (Ph3Sn)(L1)·C7H8 (1) (L1 = (1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetic acid), (Ph3Sn)(L2) (2) (L2 = 3-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-benzoic acid), (Ph3Sn)(L3)·C7H8 (3) (L3 = N-phenyl-phthalamic acid), (n-Bu2Sn)(L1)2·C7H8 (4), (n-Bu2Sn)(L4)2 (5) (L4 = 4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-benzoic acid), [(n-Bu2Sn)2(L2)O]2·C7H8 (6), {[n-Bu2Sn(L5)]2O}2·C7H8 (7) (L5 = 4-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-benzoic acid) were synthesized with toluene being used as solvent in the reaction and characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy and X-ray crystallography diffraction analyses. Complexes 1–5 are monomers in which 1–3 are triphenlytin carboxylates while 4 and 5 are dibutyltin carboxylates possessing crystallographically imposed two-fold symmetry. Complexes 6 and 7 are dimeric carboxylate tetraorganodistannoxanes and show a “ladder-like” molecular structure. Ligands in 1–3 and 6 adopt unidentate chelating mode and in 4 and 5 they are bidentate, while for 7 both of the chelate coordination modes exist. Intermolecular hydrogen bonds and π⋯π interactions help complexes 1–7 build their respective supramolecular structures which are discussed in detail. It is found that amide carboxylic acids are apt to adopt various coordination modes and lead diverse molecular architectures for organotin carboxylates.

Seven organotin carboxylates based on amide carboxylic acids have been synthesized. It is found that monocarboxylic acids react with triphenyltin hydroxide forming the monomer molecular structure, while producing complicated constructions of mono-, tetra-nuclear carboxylates with dibutyltin oxide.Figure optionsDownload as PowerPoint slideHighlights
► Seven organotin carboxylates based on amide carboxylic acids were synthesized.
► Their syntheses, characterizations and crystal structures are discussed in detail.
► Different molecular structures can be obtained by using different organotin as raw material.
► Amide carboxylic acids are apt to lead diverse molecular architectures for organotin carboxylates.