PHOTOCHEMISTRY OF 11,12-BIS(AMINOMETHYL)-9,10-DIHYDRO-9,10 IN SOLUTION AND IN THE SOLID-STATE

The photochemistry of is(aminomethyl)-9,10-dihydro-9,10-ethenoanthrace ne (4) was investigated in solution and in the solid state. Direct irr adiation of 4 gave the singlet state photoproduct 5, whereas the tripl et derived photoproduct could only be obtained by irradiating the bis( hydrochloride) salt of 4 in the presence of xanthen-9-one to give semi bull-valene 6-(HCl)(2). Solid state photolysis of 4 resulted in the fo rmation of the pyrrole derivative 7, which is likely due to steric int eractions in the solid state.