Importance of Annulenes
Two electron systems
- Huckel rule predicts cyclopropenyl cation to be aromatic. It has two electrons (n=0) involved in cyclic delocalisation.
- Many stable substituted systems have been prepared. Among others the trichloro, diphenyl, and dipropyl derivatives are known.
- Tricyclopropyl cyclopropenyl cation is one among the more stable cations known.
Four electron systems
A closed loop of 4n systems is anti aromatic, less stable than the corresponding open chain counterpart. They have been studied by trapping them in solid matrices at low temperatures. Substituted cyclobutadienes of varying degrees of stability have been prepared. These molecules are relatively stable because dimerisation is sterically hindered.
Six electron systems