Related Experiment Video
Updated: May 7, 2026
Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes
Published on: January 10, 2017
A new chiral binaphthalene-based fluorescence polymer sensor for the highly enantioselective recognition of
Guo Wei1, Shuwei Zhang, Chunhui Dai
1Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P.R. China), Fax: (+86) 2583686508.
Abstract:
A new (S)-binaphthalene-based polymer (P-1) was synthesized by the polymerization of 5,5'-((2,5-dibutoxy-1,4-phenylene)bis(ethyne-2,1-diyl))bis(2-hydroxy-3-(piperidin-1-ylmethyl) benzaldehyde (M-1) with (S)-2,2'-dimethoxy-(1,1'-binaphthalene)-3,3'-diamine (M-2) through the formation of a Schiff base; the corresponding chiral polymer (P-2) could be obtained by the reduction of polymer P-1 with NaBH4 . Chiral polymer P-1 exhibited a remarkable "turn-on" fluorescence-enhancement response towards (D)-phenylalaninol and excellent enantioselective recognition behavior with enantiomeric fluorescence difference ratios (ef) as high as 8.99. More importantly, chiral polymer P-1 displays a bright blue fluorescence color change upon the addition of (D)-phenylalaninol under a commercially available UV lamp, which can be clearly observed by the naked eye. On the contrary, chiral polymer P-2 showed weaker enantioselective fluorescence ability towards the enantiomers of phenylalaninol.
Related Concept Videos
00:58¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...
02:30Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...