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The title compound, 4,13-bis[(1 E ,3 E )-4-(9-anthracenyl)buta-1,3-dienyl][2.2]paracyclophane ( 2 ), prepared in 35% overall yield from [2.2]paracyclophane, absorbs light at λ max  = 400 nm with a tail down to 480 nm. By irradiation into this band,  2  generates a single photoproduct,  4 , whose absorption maximum is situated at 306 nm. The starting material is recovered by irradiation at 306 nm or by heating. This ‘inverse’ photochromic system has a potential for optical information storage, compound  4  being stable in visible light, at ambient temperature.

Reversible intramolecular photocycloaddition of a bis(9-anthrylbutadienyl)paracyclophane – an inverse photochromic system. (Photoactive cyclophanes 5)