Hydrogenation of Aromatic Compounds
Hydrogenation of Aromatic Compounds: Selectivity
Polycyclic aromatic compounds can be partially hydrogenated. Under suitable conditions, naphthalene can be reduced to tetraline (tetrahydronaphthalene).
The aromatic stabilisation of naphthalene is signicantly less than double the resonance energy of benzene. Therefore, the first ring is reduced much easier, and an intact benzene ring remains to give tetralin.