peri-Naphthylenediamines 32. Reactions of 4,5-bis (dimethylamino)-1-naphthyllithium and 4,5-bis(dimethylamino)-1-naphthylmagnesium bromide with electrophilic agents. New representatives of double naphthalene "proton sponges"with the structures of 1,1 '-binaphthyl ketone and 1,1 '-binaphthylmethanol

The 4-deuterio, 4-methyl, 4-iodo, 4-methylthio, 4-trimethylsilyl, and 4-eth oxycarbonyl derivatives of 1,8-bis(dimethylamino)naphthalene ("proton spong e") and some related alcohols were prepared by the reactions of 4,5-bis(dim ethylamino)-1-naphthyllithium or 4.5-bis(dimethylamino)-1-naphthylmagnesitt m bromide with the corresponding electrophilic reagents. New representative s of double "proton sponges" with the structures of 1,1 ' -binaphthyl keton e and 1,1 ' -binaphthylmethanol were synthesized. The pK(a) values of selec ted compounds in DMSO were measured by competitive protonation.