Organotins aluminum halides

Group 14 metal halides also undergo metathesis reactions. For instance, organotin compounds are prepared on an industrial scale using organoaluminum reagents. These reactions take place because tin is a softer Lewis acid than aluminum, and carbon (in an alkyl group, represented by R) is a softer Lewis base than chlorine ... 

N-Phenylselenophthalimide, 245 Additions involving selenium Benzeneselenenyl halides, 26 N-Phenylselenophthalimide, 245 Miscellaneous reagents Aluminum chloride, 15 Lithium bis(dimethylphenyl-silyl)cuprate, 161 Organotin reagents, 211 Addition reactions to carbonyl... 

Reactions of tin(IV) halides or organotin halides with organic derivatives of more electropositive metals provide the most important general synthetic routes to carbon-tin bonds (equation 6). The most frequently used R -M compounds are those of magnesium and lithium, with sodium, zinc, and aluminum having a more limited use. Some examples of these reactions are given in equations (7-9). 

Reductive dehalogeuation of alkyl halides. Lithium aluminum hydride has commonly been used only for reductive dchalogenation of reactive substrates organotin hydrides, for example tri- -btityltin hydride (I. 1192-1193 2, 424 3, 294), have been used for reduction of inert halides. Recently JeflToid ei al. have reported that supposedly inert halides are reducible by lithium aluminum hydride. Thus the vinyl halide (I) is reduced to (2, endb-2-phenylbicyclo[3.2. l]octene-3) by lithium aluminum hydride in refluxing ether (24 hr.). 3-Bromobicyclo[3.2.l]octene-2 is reduced to the parent... 

Organotin hydrides are synthesized by the reduction of the halides or oxides with lithium aluminum hydride (66). The tin atom of these halides and oxides is softened to a large extent by the organic ligands therefore, it is a better partner for the hydride ion than aluminum. 

A number of miscellaneous organotin polyolefins have been produced. Treatment of tin halides or organotin halides with olefins, aluminum, and hydrogen at elevated temperatures produced materials of the general form as structure 54. Addition reactions involving organotin dihydrides and diolefins have been used to produce organotin polyolefins of structure 55 (eq. 

Less satisfactory methods for preparation of the simple organotin hydrides include reduction of organotin halides with amalgamated aluminum and water (22), and the reaction of organotin sodium compounds with ammonium bromide in liquid ammonia (23, 24). 

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