Organic Chemistry

Reactions of Organic Compounds

What’s an electrocyclic reaction?

Okay, so a cycloaddition reaction was 2πImage2σ, and we just saw that sigmatropic reactions are 1σImage1σ, so what about a pericyclic reaction that is 1πImage1σ? That’s an electrocyclic reaction. Like most pericylic reactions, electrocyclic reactions can either make or break a σ-bond. If a σ-bond is made in the process, it’s an electrocyclic ring-closing reaction. If the σ-bond is consumed in the process, the process is named an electrocyclic ring-opening reaction, but it’s the same process.

One noteworthy example of an electrocyclic ring-closing reaction is the Nazarov cyclization, which converts divinyl ketones into cyclopentenes, usually in the presence of an acid.



This is a web preview of the "The Handy Chemistry Answer Book" app. Many features only work on your mobile device. If you like what you see, we hope you will consider buying. Get the App