10.1016/0040-4020(82)80050-1
The research investigates the behavior of 9-bromo-10-methyl anthracene when treated with alkaline phenoxides and alkoxides in dipolar aprotic solvents. The purpose of the study was to understand the substitution reactions that occur under these conditions, focusing on the formation of both normal substitution products (NSP) and tele-substitution products (TSP). The researchers used various nucleophiles, including potassium phenoxide, sodium methoxide, and sodium ethoxide, in solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and hexamethylphosphortriamide (HMPT). The study concluded that both types of ethers derived from a common unstable intermediate, 9-bromo-10-methylene-9,10-dihydroanthracene, which can undergo both normal and tele-substitution.