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Relevant academic research and scientific papers

In situ generated 1:1 Zn(II)-containing polymer complex sensor for highly enantioselective recognition of N-Boc-protected alanine

A novel chiral (S)-BINAM-based fluorescence polymer sensor was designed and synthesized by the polymerization of 5,5′-((2,5-dioctyloxy-1,4-phenylene) bis(ethyne-2,1-diyl)bis(2-hydroxy-3-(piperidin-1-ylmethyl)benzaldehyde (M-1) with (S)-2,2′-binaphthyldiamine (S-BINAM, M-2) via Schiffs base formation. The resulting chiral polymer sensor shows very weak fluorescence but exhibits the obvious fluorescence enhancement response toward Zn2+. The in situ generated 1:1 Zn(II)-containing complex of chiral polymer can serve as a fluorescence sensor for highly enantioselective recognition of N-Boc-protected alanine, and the value of enantiomeric fluorescence difference ratio (ef) can reach as high as 6.90. This is the first report on the in situ generated chiral polymer complex used as a fluorescence sensor for highly enantioselective recognition of N-Boc-protected alanine.

A new chiral binaphthalene-based fluorescence polymer sensor for the highly enantioselective recognition of phenylalaninol

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. Copyright

(S)-Binaphthalene-based fluorescence polymer sensors for direct and visual F- detection

(S)-binaphthalene-based polymer sensors P-1 and P-2 could be 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)- 6,6′-diamine (M-2) and (S)-2,2′-dimethoxy-(1,1′-binaphthalene)-3,3′-diamine (M-3) via nucleophilic addition-elimination reaction. The fluorescence emission of P-1 and P-2 could exhibit gradual enhancement behavior upon the addition of F-. Compared with other anions, such as Cl-, Br-, I-, HSO4-, ClO4-, H2PO4-, AcO-, and NO3-, F- could lead to the most remarkable fluorescence enhancement as high as 3.67-fold for P-1 and 12.85-fold for P-2, respectively. More importantly, both two polymer sensors P-1 and P-2 can display a bright yellow fluorescence color change for F- under a commercially available UV lamp, which could be clearly observed by the naked eyes for direct visual detection of F-.