Tuesday, 10 July 2012

Suzuki Reaction

The Suzuki reaction is the organic reaction of an  aryl- or vinyl-boronic acid with an aryl- or vinyl-halide catalyzed by a palladium(0) complex.
It is widely used to synthesize poly-olefins, styrenes, and substituted biphenyls, and has been extended to incorporate alkyl bromides. 
The reaction also works with pseudohalides, such as triflates (OTf), instead of halides. Boronic esters and organotrifluoroborate salts may be used instead of boronic acids.
Relative reactivity :- R2-I > R2-OTf > R2-Br >> R2-Cl
Reaction mechanism :-
The first step is the oxidative addition of palladium to the halide 2 to form the organopalladium species 3. Reaction with base gives intermediate 4, which via transmetalation[8] with the boron-ate complex 6 forms the organopalladium species 8. Reductive elimination of the desired product 9 restores the original palladium catalyst 1 .


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