In chemistry, hydrostannylation is the insertion of unsaturated substrates into an Sn-H bond. The reaction occurs under free-radical conditions, but the stereochemistry and regiochemistry are often complex. The reaction gained synthetic importance with the discovery that palladium complexes catalyze the reaction. The reaction is analogous to hydrosilylation and is a subset of hydroelementation. Hydrostannylation is a versatile route to organotin compounds, many of which are versatile synthetic intermediates, e.g. in Stille coupling.[citation needed]
In chemistry, hydrostannylation is the insertion of unsaturated substrates into an Sn-H bond. The reaction occurs under free-radical conditions, but the...
sodium compounds with tin halides yields tetraorganotin compounds. Hydrostannylation involves the metal-catalyzed addition of tin hydrides across unsaturated...
weak bond strength (78 kcal/mol). It is the reagent of choice for hydrostannylation reactions: RC2R′ + HSnBu3 → RC(H)=C(SnBu3)R′ Tributyltin Trimethylsilyl...
tributyltin chloride. It can be synthesized in the laboratory by hydrostannylation of acetylene with tributyltin hydride. It is commercially available...
alkyllithium reagents. In the following example, vinylstannane, obtained by hydrostannylation of a terminal alkyne, forms vinyllithium through transmetalation with...
the reaction of vinylmagnesium bromide with tributyltin chloride. Hydrostannylation of alkynes or alkenes provides many derivatives. Organotin reagents...
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