Organotin(IV) carboxylates based on benzenedicarboxylic acid derivatives: Syntheses, crystal structures and characterizations

Five organotin carboxylates based on 1,3-benzenedicarboxylic acid and 1,4-benzenedicarboxylic acid derivatives, namely (Ph3Sn)2(4,6-L1)(H2O)2·(C2H5OH)·4H2O (1) (4,6-L1 = 4,6-bis(4-methyl-benzoyl)isophthalic acid), (Cy3Sn)2(4,6-L1)(DMF)2 (2), (Ph3Sn)2(4,6-L2)(DMF)2 (3) (4,6-L2 = 4,6-dibenzoylisophthalic acid), (Ph3Sn)2(2,5-L3)(DMF)2 (4) (2,5-L3 = 2,5-bis(4-isopropyl-benzoyl)terephthalic acid) and [(n-Bu2Sn)4(4,6-L4)O2(OH)(OC2H5)]2·2(C2H5OH) (5) (4,6-L4 = 4,6-bis(4-ethyl-benzoyl)isophthalic acid), have been synthesized. All the complexes have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy and X-ray crystallography diffraction analyses. The structural analysis reveals that complexes 1–3 show similar constructions, containing binuclear triorganotin skeletons based on 1,3-benzenedicarboxylic acid derivatives. Through intermolecular hydrogen bonds and C–H⋯π interactions, complex 1 demonstrates as a 3D architecture while 2 as a 1D chain and 3 as a 2D network. Complex 4 is a binuclear triorganotin based on 1,4-benzenedicarboxylic acid derivative. With the intermolecular C–H⋯π interaction, 4 shows a 2D network structure. Complex 5 has a ladder-like octanuclear architecture composed by two Sn4O4 ladders connected by two 1,3-benzenedicarboxylic acid derivatives and form an intramolecular 24-membered macrocycle.

Graphical abstractFive organotin carboxylates based on benzenedicarboxylic acid derivatives have been synthesized. It is found that 1,3-benzenedicarboxylic acid derivatives react with triorganotin hydroxide forming the monomer molecular structure, while producing macrocycle with diorganotin oxide.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Five organotin carboxylates based on benzenedicarboxylic acid derivatives were synthesized. ► Their syntheses, characterizations and crystal structures are discussed in detail. ► Using different organotins as raw materials can obtain different molecular structures.