Attempted synthesis of Fjord-region containing polycyclic fluoranthenes reveals a steric-driven double Wagner-Meerwein rearrangement

Article abstract of DOI:10.1016/0040-4039(96)00065-2

A double Wagner-Meerwein rearrangement takes place commonly in the synthesis of sterically hindered polycyclic fluoranthenes via cyclodehydration reactions and the extent of intramolecular steric crowding within the initially formed tertiary cationic intermediate controls the equilibrium between the expected and the rearranged product.