Solution Found!
Show how you would use a Suzuki reaction to synthesize the
Chapter 11, Problem 68SP(choose chapter or problem)
Show how you would use a Suzuki reaction to synthesize the following biaryl compound. As starting materials you may use the two indicated compounds, plus any additional reagents you need.
\(\mathrm{OCH}_{3}\)
\(B r\)
Equation transcription:
Text transcription:
{OCH}{3}
B r
Questions & Answers
QUESTION:
Show how you would use a Suzuki reaction to synthesize the following biaryl compound. As starting materials you may use the two indicated compounds, plus any additional reagents you need.
\(\mathrm{OCH}_{3}\)
\(B r\)
Equation transcription:
Text transcription:
{OCH}{3}
B r
ANSWER:Solution:
Here we have to synthesize the following biaryl compound by using Suzuki reaction .
Step 1
Suzuki reaction:-
The Suzuki reaction is also known as coupling reaction, in which the coupling partners are a boronic acid and an organohalide catalyzed by a palladium(0) complex.
R1-BY2 + R2X R1-R2 + BY2X
(boronic acid) (organo halide)
Mechanism:-
The mechanism of the Suzuki reaction has been carried out in presence of base and palladium as a catalyst.
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 with the boron-ate complex 6 (produced by reaction of the boronic acid 5 with base) forms the organopalladium species 8. Reductive elimination of the desired product 9 restores the original palladium catalyst 1 which completes the catalytic cycle.