Abstract
Wholly aromatic polyketones 7 containing bisbinaphthyl macrocycles were synthesized via P2O5-MsOH mediated direct condensation reaction of compound 3 with chlorobenzoic acids 4, nucleophilic aromatic substitution reaction of the resulting binaphthyl (5) with (S)-BINOL (1) in DMF/toluene, and NiBr2/Zn mediated aromatic coupling polymerization. The resulting polyketones 7 have excellent thermal resistance and solubility to organic solvents. Cyclic monomers 6 and polymers 7 have higher molar rotations based on optically active cyclic structures than pre-cyclized compounds 5.
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