Polymer, Vol.43, No.17, 4829-4833, 2002
Stereospecific interaction of one-handed helical polycations with chiral anions
Optically active polyamide helices were obtained by the reaction of axially dissymmetric (R)- or (S)-6,6'-dibromo-2,2-diethoxy-1,1'binaphthyl, 3,6-diaminoacridine (proflavine), and carbon monoxide using a palladium catalyst. The acridine units in the chiral backbone were protonated with chiral 10-camphorsulfonic acid. Circular dichroism measurements revealed that (R)-(-)-camphorsulfonate anion ((R)-(-)-CSA(-)) is more easily incorporated into the protonated right-handed polyamide helix than (S)-(+)-camphorsulfonate anion ((S)-(+)-CSA(-)) and that the left-handed cationic helix preferentially interacts with (R)-(-)-CSA(-) to (S)-(+)-CSA-.