Photoreactions of N-Methyl-1,8-naphthalimide with Methylbenzenes: [3+3]-Additions and Water-Incorporated Additions

Novel [3+3]-additions and water (methanol)-incorporated additions were observed in the photoreactions of N-methyl-1,8naphthalimide with methylbenzenes, such as xylenes, mesitylene, and durene, in acetonitrile. A mechanism for the reactions is proposed on the basis of the fluorescence quenching examinations, calculations of (delta)G associated with the electron transfer, and deuteration studies