4. Pericyclic Reactions (1/5 - Electrocyclisations)

Question 1

Provide the generalised mechanism for the electrocyclic reaction of a conjugated diene.

Answer 1

Question 2

Provide the generalised mechanism for the group transfer reaction of an alkylated conjugated diene.

Answer 2

Question 3

Provide the generalised mechanism for the sigmatropic rearrangement of hexa-1,5-diene.

Answer 3

Question 4

Provide the generalised mechanism for the cycloaddition reaction of a conjugated diene and alkene.

Answer 4

Question 5

Describe the electrocyclic reaction that takes place under heat for E,E-diene as well as the stereochemistry of the product formed.

Answer 5

Question 6

Describe the electrocyclic reaction that takes place under uv for E,E-diene as well as the stereochemistry of the product formed.

Answer 6

Question 7

Sketch the molecular orbital diagrams for a conjugated diene.

Answer 7

Question 8

Sketch the molecular orbital diagrams for a conjugated triene.

Answer 8

Question 9

Provide the Fukui analysis for electrocyclic reactions of E,E-diene (heat): look at the HOMO (when closing)

Answer 9

Question 10

Provide the Fukui analysis for electrocyclic reactions of E,E-diene (uv): look at the SOMO (when closing)

Answer 10

Question 11

Answer 11

Question 12

Answer 12

Question 13

Answer 13