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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