Macrocyclic organotin(IV) carboxylates based on benzenedicarboxylic acid derivatives: Syntheses, crystal structures and antitumor activities

Article abstract of DOI:10.1016/j.jorganchem.2011.03.048

Six new organotin carboxylates based on 1,3-benzenedicarboxylic acid and 1,4-benzenedicarboxylic acid derivatives, namely (Ph₃Sn) ₂(2,5-L¹)(C₂H₅OH)₂ (1) (2,5-H₂L¹ = 2,5-dibenzoylterephthalic acid), (Ph ₃Sn)₂(2,5-L²)(C₂H ₅OH)₂ (2) (2,5-H₂L² = 2,5-bis(4-methylbenzoyl)terephthalic acid), (Ph₃Sn) ₂(2,5-L³)(C₂H₅OH)₂ (3) (2,5-H₂L³ = 2,5-bis(4-ethylbenzoyl)terephthalic acid), [(n-Bu₂Sn)₄(4,6-L¹)O₂(OH)(OC ₂H₅)]₂·2(C₂H₅OH) (4) (4,6- H₂L¹ = 4,6-dibenzoylisophthalic acid), [(n-Bu₂Sn)₄(4,6-L¹)O₂(OH)(OC ₄H₉)]₂·2(C₄H₉OH) (5) and [(n-Bu₂Sn)₄(4,6-L²)O ₂(OH)(OC₂H₅)]₂·2(C ₂H₅OH) (6) (4,6-H₂L² = 4,6-bis(4-methylbenzoyl)isophthalic acid), have been synthesized. All the organotin carboxylates 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 structures, containing binuclear triorganotin skeletons. The significant intermolecular O-H?O hydrogen bonds linked the complexes 1-3 to form a novel 2D network polymer with 38-member macrocycles. In complexes 4-6, two Sn₄O₄ ladders are connected by two 1,3-benzenedicarboxylic acid derivatives to yield ladder-like octanuclear architectures and form macrocycle with 24 atoms. In addition, the antitumor activities of complexes 1-6 have been studied.