We have demonstrated the synthesis of various kind of poly(phenylacetylene)s conjugated with L-amino acids through the urea linkage. The polymerization of N-(4-ethynylphenylcarbamoyl)-L-amino acids were carried out using the Rh(nbd)BPh4 as a catalysts to afford a polymers as solid. The obtained polymers showed high number average molecular weight (Mn) and modulate polydispersity (Mw/Mn). Next, we characterized to the solubility of these polymers. As a result, PPA-Lys , PPA-Asp  and PPA-Glu  had a good solubility for general organic solvents because the bulky side chain. Finally, we investigated the chiral responsiveness of PPA-Asp . The CD and UV-vis spectra were measured in the presence of certain chiral guest such as TBA-Ala, TBA-Val, TBA-Leu, TBA-Ser, TBA-Lys and TBA-Asp. As a result, the differences of the polymer solution color were observed in some chiral guests. These results indicated that these polymers had a possibility of colorimetric chirality sensing ability.

Corolimetric anion detection by urea-functionalized poly(phenylacetylene)s bearing L-amino acids as a pendants

243rd National Meeting (2012)

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