The photochemical properties of the di-Schiff base 2 have been investi
gated. The first reaction step of 2 in 2-propanol or in cyclohexane is
an intramolecular photoreductive coupling affording the diazocine mes
o-4. Subsequent photoreactions of meso-4 in 2-propanol are studied. In
concentrated solutions of phenanthridine in cyclohexane a photodimeri
zation takes place during which two CH bonds are broken and two NH bon
ds are formed. The photodimer reconverts with high quantum yield quant
itatively to the monomer.