Smokefoot: unlink
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 important 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 compound]]s.
==Substrates and scope==
The typical Pd-based catalyst is [[tetrakis(triphenylphosphine)palladium(0)]]. The typical unsaturated substrates are [[alkyne]]s. The typical stannane is [[tributyltin hydride]].<ref></ref>
:RC<sub>2</sub>R' + HSnBu<sub>3</sub> → RC(H)=C(SnBu<sub>3</sub>)R'
Often an excess of the hydride reagent is required since some is consumed through competing dehydrocoupling reactions:
:2 HSnBu<sub>3</sub> → Bu<sub>3</sub>Sn-SnBu<sub>3</sub> → H<sub>2</sub>)
==References==
<references />
[[Category:Organotin compounds]]
[[Category:Metal hydrides]]
==Substrates and scope==
The typical Pd-based catalyst is [[tetrakis(triphenylphosphine)palladium(0)]]. The typical unsaturated substrates are [[alkyne]]s. The typical stannane is [[tributyltin hydride]].<ref></ref>
:RC<sub>2</sub>R' + HSnBu<sub>3</sub> → RC(H)=C(SnBu<sub>3</sub>)R'
Often an excess of the hydride reagent is required since some is consumed through competing dehydrocoupling reactions:
:2 HSnBu<sub>3</sub> → Bu<sub>3</sub>Sn-SnBu<sub>3</sub> → H<sub>2</sub>)
==References==
<references />
[[Category:Organotin compounds]]
[[Category:Metal hydrides]]
from Wikipedia - New pages [en] https://ift.tt/2PvGigN
via IFTTT
No comments:
Post a Comment