82718-41-0Relevant articles and documents
DERIVATIVES OF 1,1'-BINAPHTHYL. IX. FORMATION OF DERIVATIVES OF 3,4,9,10-PERYLENETETRACARBOXYLIC ACID BY ELECTROCHEMICAL REDUCTION OF 8,8'-DISUBSTITUTED DERIVATIVES OF 1,1'-BINAPHTHYL-4,4',5,5'-TETRACARBOXYLIC ACID
Vorozhtsov, G.N.,Ryabinin, V.A.,Starichenko, V.F.,Shein, S.M.
, p. 887 - 894 (2007/10/02)
The electrochemical reduction of 1,1'-binaphthyl-4,4',5,5'-tetracarboxylic dianhydride, N,N'-diphenyl-1,1'-binaphthyl-4,4',5,5'-tetracarboxydiimide and its 8,8'-dicarboxymethyl derivative, the dianhydride, diimide, and N,N'-diphenyldiimide of 1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid, and the N-phenylimide of 1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic monoanhydride in dimethylformamide was studied by polarography, electrosynthesis, and ESR spectroscopy.The corresponding derivatives of 3,4,9,10-perylenetetracarboxylic acid were formed.The radical anion of the carboxylate ion of the initial compound enters into the cyclization of the 1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid derivatives.It is suggested, that the cyclization takes place with the initial formation of a bond between the carbon atoms at positin 8 and 8' with subsequent elimination of the substituents.