Polymer, Vol.101, 93-97, 2016
Highly enantioselective recognition of alaninol via the chiral BINAM-based fluorescence polymer sensor
A novel chiral polymer P1 was designed and synthesized by the polymerization of (S)-2, 2'-binaphthyladiamine (BINAM) derivative monomer (S-M-1) with 2, 5-diiodo-1, 4-dioctyloxybenzene (M-2) via Pd(II)-catalyzed Sonogashira coupling reaction, and P2 could be obtained by the reduction reaction of P1 with NaBH4. Interestingly, the resulting chiral (S)-BINAM-based polymer P1 sensor can act as a "turn on" fluorescence enhancement sensor towards (D)-alaninol, and the value of enantiomeric fluorescence difference ratio (ef) can reach as high as 14.46. On the contrary, no fluorescence response behavior toward alaninol enantiomers could be observed for the polymer P2. (C) 2016 Elsevier Ltd. All rights reserved.