Chiral Amplification in π‑Conjugated Helical Polymers with Circularly Polarized Luminescence

A series of d-glucose-bound optically active π-conjugated polymers (poly-Tr) were synthesized by ternary copolymerization of 2,5-diiodothiophene with diethynyl monomers containing a chiral and an achiral biphenyl unit using the Sonogashira coupling reaction. The effect of the chiral and achiral biph...

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Bibliographic Details
Published in:Macromolecules 2018-03, Vol.51 (6), p.2328-2334
Main Authors: Ikai, Tomoyuki, Shimizu, Sho, Awata, Seiya, Shinohara, Ken-ichi
Format: Article
Language:English
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Summary:A series of d-glucose-bound optically active π-conjugated polymers (poly-Tr) were synthesized by ternary copolymerization of 2,5-diiodothiophene with diethynyl monomers containing a chiral and an achiral biphenyl unit using the Sonogashira coupling reaction. The effect of the chiral and achiral biphenyl contents on the chiral amplification in the preferred-handed helix formation (“the sergeants and soldiers effect”) was investigated by comparing the circular dichroism (CD) and circularly polarized luminescence (CPL) intensities of poly-Tr to that of the corresponding helical polymer (poly-T) without an achiral biphenyl unit. We observed that even when the chiral biphenyl content in the copolymer was 50 mol % (poly-T0.50), its CD and CPL intensities were almost comparable to that of poly-T, demonstrating the amplification of the helicity.
ISSN:0024-9297
1520-5835
DOI:10.1021/acs.macromol.8b00229