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Chemistry · Glossary

What is Families of pericyclic reactions?

Also known as: electrocyclic reaction · cycloaddition · sigmatropic rearrangement · cheletropic reaction · ene reaction

Definition 26.2 University Chemistry — Year 3 · Chapter 26 — Pericyclic Reactions

In an electrocyclic reaction a conjugated polyene closes into a ring by forming a σ\sigma bond between its termini, or the reverse. In a cycloaddition, two π\pi systems join into a ring by forming two σ\sigma bonds; an [m+n][m + n] cycloaddition joins components of mm and nn atoms (or electrons). In a sigmatropic rearrangement a σ\sigma bond migrates along a π\pi system; in an [i,j][i, j] shift the bond moves from atoms 1 and 1 to atoms ii and jj of the two fragments. A cheletropic reaction makes or breaks two bonds to the same atom, as when sulfur dioxide leaves a sulfolene. In an ene reaction an alkene with an allylic hydrogen adds to a π\pi bond, the hydrogen moving with it.

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