When the starting alkene has CH 2 as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity. Concept Introduction: Heck reaction: A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

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Answer 1

Question

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

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Answer 2

Question

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Question

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Question

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Answer 6

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Answer 7

Chapter 24, Problem 24.8P

Interpretation Introduction

Interpretation:

When the starting alkene has $CH2$ as its terminal group, Hech reaction is highly stereoselective for formation of E-isomer. The mechanism has to be proposed for this stereoselectivity.

Concept Introduction:

Heck reaction:

A palladium-catalyzed reaction of the carbon group of a haloalkene substituted for a hydrogen on double bonded carbon of an alkene is said to be Heck reaction.

Answer 8

Expert Solution & Answer

Explanation of Solution

The given reaction is

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 2

Mechanism:

Step-1:

Formation of Heck catalyst:

Heck catalyst s formed by the reduction of palladium from $Pd(II)$ to $Pd(0)$ by forming the complex with two molecules of ligands. The ligand used is triphenylphosphine. The reducing agent used is triethylamine.

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 3

Step-2:

Catalytic cycle for the formation of product:

Organic Chemistry, Chapter 24, Problem 24.8P , additional homework tip 4

The addition of alkene to the catalyst is syn addition and elimination of product is also syn elimination. The inversion of configuration occurs in the addition and forms E-product.

Answer 9

Expert Solution & Answer

Answer 10

Expert Solution & Answer

Answer 11

Ch. 24.3 - Prob. 24.1P Ch. 24.3 - Prob. 24.2P Ch. 24.4 - Prob. 24.3P Ch. 24.5 - Show how the following compound can be prepared...Ch. 24.5 - Prob. 24.5P Ch. 24.5 - Prob. 24.6P Ch. 24.6 - Prob. 24.7P Ch. 24 - Prob. 24.8P Ch. 24 - Prob. 24.9P Ch. 24 - Prob. 24.10P

Explanation of Solution

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Chapter 24 Solutions