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Alkoxy- substituted aryl- and benzyl- organotin compounds

New organotin compounds containing alkoxy- functionalities have been prepared. The methods of preparation of the tetraorganotin species have involved three routes. Hydrostannation reactions using triphenyltin hydride have resulted in the synthesis of triphenyltin derivatives of a series of alkoxy- substituted allyl ethers. The addition of tin IV chloride, diphenyltin dichloride and phenyltin trichloride to alkoxy- substituted aryl- and benzyl- Grignard reagents have also been successful. Alkoxy- substituted benzyltin compounds have been prepared by following an alternative preparation of benzylmagnesium halides from that commonly used to prepare Grignard reagents. Nucleophilic substitution of (iodomethyl)triphenyltin by a novel ligand has been effective. The structures of the products have been investigated by <sup>1</sup>H, <sup>13</sup>C and <sup>119</sup>Sn nmr. Single crystal X-ray diffraction studies have led to the determination of the crystal structures of tetra-2-anisyltin, tetrakis-(2-methoxybenzyl)tin and <I>N,N</I>'-bis(5-triphenylstannoxymethyl-2-phenyl-1,3-dioxan-5-yl)ethanediamide. Selective tin-carbon bond cleavage has been effected by the use of iodine and bromine to give rise to mono- and dihalo- organotin compounds and the crystal structures of tri-2-anisyltin iodide and di-2-anisyltin dibromide have been elucidated by X-ray crystallography. Chloro(3-ethoxypropyl)diphenyltin has been synthesised directly from diphenyltin dichloride and has been found to contain a penta-co-ordinate tin centre with a four membered chelate ring as a result of intramolecular tin-oxygen co-ordination. Other tin-carbon bond cleavage reactions by halogens have been studied by <sup>1</sup>H and <sup>119</sup>Sn nmr and GLC and the results discussed.

Identiferoai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:324880
Date January 1995
CreatorsRoss, Jennifer Nicola
PublisherUniversity of Aberdeen
Source SetsEthos UK
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation

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