The Cycloisomerization Reaction of Metacyclophanes to 1,2,3,3a,4,5-Hexahydropyrenes. Substituent Effects and Directional Selectivity

Article abstract of DOI:10.1246/bcsj.55.1140

Substituents effects and directional selectivity in iodine-induced cycloisomerization reaction of <2.2>metacyclophane were tested using several derivatives of the latter.The reaction was found to be highly selective, and electrondonating groups gave a hexahydropyrene preserving a subsituted aryl ring.On the other hand, an alkyl group ortho to the bridge gave a hexahydropyrene with a hydrogenated substituted ring.