AI Article Synopsis
- A left-handed helical poly(phenyl isocyanide) with norbornene and Pd(II) complex termini was synthesized and cross-linked to form a star polymer with helical arms.
- The resulting star polymer maintained its optical activity and displayed thermoresponsiveness, with a lower critical solution temperature (LCST) around 55 °C.
- It demonstrated the ability to selectively capture the -enantiomer of methyl benzyl alcohol below the LCST while precipitating above that temperature, achieving an enantiomeric excess of up to 75%.
Article Abstract
A left-handed helical poly(phenyl isocyanide) bearing a norbornene unit and a Pd(II) complex on each terminus was prepared. The norbornene terminus was core cross-linked with a bisnorbornene linker via ring-opening metathesis polymerization (ROMP), yielding a star polymer carrying left-handed helical arms decorated with Pd(II) units at the exterior. The optical activities of the helical arms were maintained after the cross-linking reaction. The Pd(II) units on the surface of the star polymer were chain extended with a new phenyl isocyanide bearing three hydrophilic triethylene glycol monomethyl chains, which afforded an amphiphilic star block copolymer carrying helical arms. Such a star block copolymer showed excellent thermoresponsiveness with the lower critical solution temperature (LCST) around 55 °C. This optically active and thermoresponsive star polymer can enantioselectively capture the -enantiomer of racemic methyl benzyl alcohol solution at a temperature lower than the LCST and precipitated when the temperature was higher than the LCST, leaving the -enantiomer in the solution. The enantiomeric excess (ee) of the isolated enantiomer is up to 75%.
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| http://dx.doi.org/10.1021/acsmacrolett.7b00875 | DOI Listing |
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