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

Abstract

Six new organotin carboxylates based on 1,3-benzenedicarboxylic acid and 1,4-benzenedicarboxylic acid derivatives, namely (Ph 3Sn) 2(2,5-L 1)(C 2H 5OH) 2 ( 1) (2,5-H 2L 1 = 2,5-dibenzoylterephthalic acid), (Ph 3Sn) 2(2,5-L 2)(C 2H 5OH) 2 ( 2) (2,5-H 2L 2 = 2,5-bis(4-methylbenzoyl)terephthalic acid), (Ph 3Sn) 2(2,5-L 3)(C 2H 5OH) 2 ( 3) (2,5-H 2L 3 = 2,5-bis(4-ethylbenzoyl)terephthalic acid), [( n-Bu 2Sn) 4(4,6-L 1)O 2(OH)(OC 2H 5)] 2·2(C 2H 5OH) ( 4) (4,6- H 2L 1 = 4,6-dibenzoylisophthalic acid), [( n-Bu 2Sn) 4(4,6-L 1)O 2(OH)(OC 4H 9)] 2·2(C 4H 9OH) ( 5) and [( n-Bu 2Sn) 4(4,6-L 2)O 2(OH)(OC 2H 5)] 2·2(C 2H 5OH) ( 6) (4,6-H 2L 2 = 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 Sn 4O 4 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.