The differences in the products obtained under photochemical and thermal condition should be accounted for the given reaction. Concept introduction: Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction. There are mainly three types of pericyclic reactions, 1) Electrocyclic reactions 2) Cycloaddition reactions 3) Sigmatropic reactions In a sigmatropic rearrangement reaction “ one new sigma-bond is formed as another breaks.” Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3. Woodward – Hoffmann rules for sigmatropic rearrangement reactions are listed below N u m b e r o f p a i r s o f e l e c t r o n s i n t h e r e a c t i n g s y s t e m Reaction conditions Allowed mode of bond formation Even number Thermal Antarafacial Photochemical Suprafacial Odd number Thermal Suprafacial Photochemical Antarafacial

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Chapter 28.5, Problem 15P

Interpretation Introduction

Interpretation:

The differences in the products obtained under photochemical and thermal condition should be accounted for the given reaction.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.

There are mainly three types of pericyclic reactions,

1) Electrocyclic reactions

2) Cycloaddition reactions

3) Sigmatropic reactions

In a sigmatropic rearrangement reaction “ one new sigma-bond is formed as another breaks.”

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Woodward – Hoffmann rules for sigmatropic rearrangement reactions are listed below

Number of pairs of electrons in the reacting systemReaction conditionsAllowed mode of bond formationEven numberThermalAntarafacialPhotochemicalSuprafacialOdd numberThermalSuprafacialPhotochemicalAntarafacial

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