Lewis acid-nitromethane complex-promoted Friedel-Crafts reactions of PS-DVB-resins

Aminomethyl-polystyrene resins were prepared using FeCl3-nitromethane and FeCl3-benzophenone complexes as Friedel-Crafts catalysts. All the resins were highly loaded and functionalized with Rink amide linker. A comparative synthesis of the classic difficult sequence ACP (65-74) on the prepared resins by Fmoc/t-Bu chemistry is presented. The target peptide of highest purity (91%) was that prepared using FeCl3-nitromethane.

ACP (65-74) was prepared on aminomethyl-resin synthesized using a FeCl3-nitromethane complex in high purity (91%).