Synthesis and Properties of Optically Active [7]Helicene-Fused Oxanorbornene Polymers by Ring-Opening Metathesis
Kazuki Fujikata, Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo, Akihiro Tsurusaki, Ken Kamikawa
Abstract
Optically active [7]helicene-fused oxanorbornene polymers poly- 1 were synthesized by ring-opening-metathesis polymerization (ROMP) of monomer 2, which was easily accessed by [4 + 2] cycloaddition of in situ-generated [7]helicenyl aryne and furan. The optical resolution of rac - 2 using a chiral stationary phase afforded optically active ( P )- 2 and ( M )- 2 . Of the various Grubbs catalysts tested, the first-generation one was found to be optimal for this ROMP. The chiroptical properties of the polymers were studied using circular dichroism and circularly polarized luminescence.
Topics & Concepts
ROMPMetathesisHeliceneRing-opening metathesis polymerisationPolymerizationMonomerCircular dichroismPolymerPolymer chemistryMaterials scienceChemistryPhotochemistryOrganic chemistryStereochemistryMoleculeSynthesis and Properties of Aromatic CompoundsCyclization and Aryne ChemistryFullerene Chemistry and Applications