Abstract: Several syntheses for quadruply am-bridged, cofacial bis (5, 10, 15, 20- tetraphenylporphyrins) were investigated. Reaction of 5, 10, 15, 20-tetrakis (a-bromo-m-tolyl) porphyrin (2) with p-toluenesulfonamide or cyanamide and Cs, C03 at high dilution in dimethylformamide produced the tosyl and cyano dimers 3a and 3b in 8% yield each. The method of choice was the reaction of porphyrin 2 with tosylamido porphyrin Sa under the ...