Study On The Synthesis, Structure, Biological And Catalytic Activity Of Organotin Compounds Containing Silicon

There has been growing interest in the study of a variety of organotin compounds with fungicidal, acaricidal, antitumour and catalytic activities. However, organotin compounds are limited to certain extent in practical application due to their toxicity. To discover safe and efficient organotin compounds with application prospect becomes one of the important subjects of investigation in organotin chemistry.The studies on a series of organotin compounds containing silicon were carried out to evaluate the influence on the physical-chemical property, biological activity and catalytic activity of the organotin compounds, after the introduction of silicon atom as well as variation of alkyl group.1. Six types of new organotin compounds containing silicon were designed and synthesized as follows:(1) Mixed diorganotin halides R(R'Me₂SiCH2)SnX₂(2) Mixed diorganotin arylcarboxylates Cy(Me₃SiCH₂)Sn(OCOAr)₂(3) Mixed diorganotin chloride-phenanthroline complexes(4) Mixed triorganotin bromide (Me₃SiCH₂)Bu₂SnBr(5) Mixed triorganotin arylcarboxylates (Me₃SiCH₂)Bu₂SnOCOAr(6) Tetraorganodistannoxanes [ClBu₂SnOSn(CH₂SiMe₃)₂Cl]₂ and [(p-NO₂C₆H₄CO₂) -Bu₂SnOSn(CH₂SiMe₃)₂(O₂CC₆H₄NO₂-p)]₂。The synthetic methods and reaction conditions of some organotin compounds containing silicon were also discussed.2. The molecular structures of these new compounds were characterized by IR,¹H NMR, ¹³C NMR and MS. The result showed that in the molecule of cyclohexyl(trimethylsilylmethyl)tin arylcarboxylates, the carbonyl oxygen atom was probably coordinated to certain extent with tin atom giving a six-coordinated distorted octahedral geometry. In mixed diorganotin halide-phenanthroline complexes containing silicon, the tin atom was possibly six-coordinated. In dibutyl(trimethylsilylmethyl)tin arylcarboxylates, the central tin atom was probably four-coordinated affording a monomeric structure.3. The biological activities of some carboxylates were determined preliminarily. The result showed that the organotin compounds still remained certain biological activities after the introduction of silicon atom as well as variation of alkyl groups.(1) The dibutyl(trimethylsilylmethyl)tin arylcarboxylates not only displayed a good acaricidal activity, but also showed certain fungicidal activity.(2) The cyclohexyl(trimethylsilylmethyl)tin arylcarboxylates had a good antitumour activity in vitro, which was superior to that of simple diorganotin carboxylates containing silicon.4. The preliminarily study of catalytic activity in esterification and acetalization, of some organotin compounds containing silicon such as triorganotin chlorides, triorganotin oxide, diorganotin chlorides, diorganotin arylcarboxylates and tetraorganodistannoxanes, were carried out. The result showed that organotin compounds still had certain catalytic activity after the introduction of silicon atom.This preliminary study on a series of new organotin compounds containing silicon may enrich the resources of organotin chemistry, and provide a basis for the exploitation of safe and efficient organotin antitumour drugs, organotin biocides and organotin catalysts.