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Show how you would use a Suzuki reaction to synthesize the

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 68SP Chapter 17

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 68SP

Problem 68SP

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.

Step-by-Step Solution:

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.

Step 2 of 2

Chapter 17, Problem 68SP is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

Since the solution to 68SP from 17 chapter was answered, more than 391 students have viewed the full step-by-step answer. The full step-by-step solution to problem: 68SP from chapter: 17 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. This full solution covers the following key subjects: use, need, biaryl, compound, compounds. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. The answer to “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.” is broken down into a number of easy to follow steps, and 30 words.

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