The oxidation of 2,2'-(m-phenylene)bis(4,5-diphenylimidazole) 1 with p
otassium ferricyanide in benzene-aqueous KOH heterogeneous solution ga
ve the diradical dimers 2 and 3. The dimer 2 showed photochromic and p
iezochromic properties, whereas the dimer 3 has only photochromic prop
erty. The structure of the dimers was deduced by NMR analyses. The X-r
ay structural analysis revealed that the dimer 3 has a novel syn-[3.3]
metacyclophane structure.