SYNTHESIS OF POLYBINAPHTHYLS INCORPORATING CHIRAL(R)-1,1'-BI-2,2'-NAPHTHOL ENTITIES WITH p-DIVINYLBENZENE BY Pd-CATALYZED HECK REACTION

INTRODUCTION(R) or (S) 2,2'-binaphthnol (BINOL) have often been used as the starting materials for obtaining chiral binaphthylcompounds. The 2,2'-hydroxyl groups of BINOL can be easily converted into other functional groups and the3,3'-and 6,6'-positions of naphthyl skeletal structure of BINOL can be selectively functionalized, leading to avariety of binaphthyl derivatives which can exhibit remarkably stable chiral configuration as well as high chiralinduction in many asymmetric proc…

SYNTHESIS OF POLYBINAPHTHYLS INCORPORATING CHIRAL (R)-1,1'-BI-2,2'-NAPHTHOL ENTITIES WITH p-DIVINYLBENZENE BY Pd-CATALYZED HECK REACTION

Polymer and polymer were obtained by the polymerization of (R)-6,6'-dibromo-2,2'-binaphtho-20-crown-6 (M-1) and (R)-6,6'-dibromo-2,2'-di(methoxyethoxymethyloxy)-1,1'-binaphthyl (M-2) with p-divinylbenzene under Pd- catalyzed Heck reaction. The UV, fluorescence and CD spectra of polymer are similar due to the same linkers present in their polymer chain. Polymers can emit strong blue fluorescence and are expected to have potential applications in polarized blue-light emitting sensors. The chiral conjugated polymers exhibit a strong Cotton effect in their circular dichroism (CD) spectra, indicating a high rigidity of polymer backbone.