Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 695, Issue 5, Pages 653-662Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2009.11.035
Keywords
Organotin(IV) compound; Hydrazone; Schiff base; X-ray crystallography; Structural characterization
Categories
Funding
- National Natural Foundation of China [20771053]
- Natural Science Foundation of Shandong Province [Y2008B48]
- shandong Tai-Shan Scholar Research Fund
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Reactions of pyruvic acid hydrazone series [ pyruvic acid thiophenecarbonyl hydrazone (L1), pyruvic acid 4-hydroxybenzoylhydrazone (L2), pyruvic acid salicyloylhydrazone (L3), pyruvic acid benzoylhydrazone (L4)], or salicylaldehyde hydrazone Schiff base ligand [ salicylaldehyde isonicotinoylhydrazone (L5)] with different alkyltin salts result in six new organotin(IV) compounds, {(n-Bu)(2)Sn[2-SC4H3CON2C(CH3)CO2]-(HOC3H7-i)}(2) (1), [{(n-Bu)(2)SnCl(O)(n-Bu)(2) Sn(O)[C6H4CON2C(CH3)CO2]Sn(n-Bu)(2)(HOCH3)}(2)](infinity) (2), {(o-ClBz)(2)-Sn[4-HOC6H4CON2C(CH3) CO2] (HOC2H5)}(2) (3), {(n-C8H17)(2)Sn[2-HOC6H4CON2C(CH3)CO2](H2O)}(2) (4), {(n-Bu)(2)Sn[C6H5 CON2C(CH3)CO2][HOSn(n-Bu)(3)]}(2) (5), and {[(n-C4H9)SnCl2] [4-NHC5H4CON2CH (C6H4O-2)](+) (6), which have been characterized by single crystal X-ray diffraction, elemental analysis, IR, H-1 and Sn-119 NMR. In compounds 1, 3, 4, weak-bridged dimers are found, in which the two tin atoms are linked by a pair of monodentate CO2- bridges. Each pyruvic acid hydrazone ligand serves as an enolic tridentatic ligand. Compound 2 contains dimeric units of {Sn-6(L2)(2)(n-Bu)(6)(HOCH3)(2)} that are further connected by two pairs of monodentate CO2- bridges into an 1D weak-bridged polymeric chain, in which there also exists a fascinating dichlorodistannoxane ladder structure. Studies show that the bulk and steric hindrance of the alkyl groups and the coordinated solvent molecule bonding to Sn center have little effect on the geometry of the weak-bridge for compounds 1-4. A similar weak- bridged dimeric structure is also found in compound 5; in this case, however, there is no coordinated solvent molecule and the corresponding coordination site is replaced by the trialkyltin hydroxide. Compound 6 exhibits a rare 1D supermolecular chain constructed from the zwitterionic {Sn(L5)(n-Bu)Cl-2} units connected by the intermolecular N-H center dot center dot center dot Cl hydrogen bonds. The thermal stability of compound 1 was also studied. (C) 2009 Elsevier B.V. All rights reserved.
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