Disrotatory ring opening of cyclobutene

 

·                In the disrotatory case, a plane of symmetry is conserved.

 

·                The HOMO of the reactant then correlates with a higher-lying antibonding molecular orbital of the products. 

 

·                Therefore the disrotatory ring opening reaction is symmetry forbidden

 

To show this, we must analyse the symmetry of the orbitals with respect to the conserved mirror plane. 

 

Molecular orbitals of the reactant (cyclobutene)

 

 

Molecular orbitals of the product