Two bis(fluorophore) compounds linked by an oxyethylene chain, N, 7,bis(1-anthracenecarboxamide) (1) and N, 7,bis(2-anthracenecarboxamide) (2), were synthesized, and the intramolecular photodimerization of the anthracene units was carried out in acetonitrile solution. The photoproduct ratios of the regioisomers derived from 1 and 2 were quantified in the absence and presence of metal cations. Upon photo-irradiation of 1, three intramolecular photodimers, trans head-to-head dimer D1, cis head-to-head D2 and cis head-to-tail D3, were formed. In the photodimerization of 1, the presence of Ba 2+ enhanced the formation of D1,