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Magazine Chapter 30: Orbitals and Organic Chemistry: Pericyclic Reactions
Q24 E
The cyclohexadecaoctaene shown isomerizes to two different isomers, depending on reaction conditions. Explain the observed results, and indicate whether each reaction is conrotatory or disrotatory.
Q25 E
Which of the following reactions is more likely to occur? Explain.
Q26 E
The following reaction takes place in two steps, one of which is a cycloaddition while the other is a reverse cycloaddition. Identify the two pericyclic reactions, and show how they occur.
Q27E
Two sequential pericyclic reactions are involved in the following furan synthesis. Identify them, and propose a mechanism for the transformation.
Q28E
Predict the product of the following pericyclic reaction. Is this [5,5] shift a suprafacial or an antarafacial process?
Q29E
Propose a pericyclic mechanism to account for the following transformation.
Q.30-1
Look at Figure 30-1, and tell which molecular orbital is the HOMO and whichis the LUMO for both ground and excited states of ethylene and 1,3-butadiene.
Q.30-12
Q.30-16
Q.30-17
The following thermal rearrangement involves two pericyclic reactions in sequence. Identify them, and propose a mechanism to account for the observed result.
