Tin-Metal Bonds, Sn

The preparation of trialkyltin compounds of lithium, RgSnLi, and their use for preparing the organotin compounds, RaSnR, has been discussed in a previous section. 

Much interest has also been shown in compounds in which tin is bonded to a metal of Group II. 

Grignard reagents having bulky alkyl groups react with trialkyltin hydrides to give compounds having a Sn-Mg bond, and are synthetically useful as a source of nucleophilic RsSn in particular, they react with carbonyl compounds, oxiranes, and oxetanes to give the -, jS-, or 

Similarly, triphenyltin hydride reacts with diethylzinc or diethyl-cadmium in a strongly solvating solvent, such as oxolane (tetrahydro-furan) or 1,2-dimethoxyethane, to give the solvated, metal-metal-bonded products (272). 

Likewise, triphenyltin hydride reacts with ethylzinc chloride, or triphenyltin chloride with metallic zinc, to give the compound PhaSnZnCl, which is stable in the presence of a strongly coordinating ligand, but, in its absence, apparently undergoes an intermetallic shift of the organic group, so that protic acids react to liberate benzene (272). 

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