Conjugated polymer-enhanced enantioselectivity in fluorescent sensing

Chemical Science
Xuepeng ZhangLin Pu

Abstract

A new strategy to use conjugated polymers to conduct fluorescent enhancement sensing has been developed. Chiral 1,1'-bi-2-naphthol-based binding sites are linked by p-phenylene units to construct a conjugated polymer whose fluorescence is quenched by the aldehyde groups introduced at each binding site. Interaction of this polymer with chiral amino alcohols in the presence of Zn(ii) leads to highly enantioselective fluorescent enhancement. It is found that the chiral conjugated polymer shows greatly enhanced enantioselectivity over the corresponding small molecular sensor under the same conditions. This work provides the first example that a conjugated polymer is used to greatly increase the enantioselectivity of a small molecular sensor in chiral recognition. Simultaneous determination of the concentration and enantiomeric composition of chiral substrates by a fluorescent measurement has been achieved by combining the polymer with salicylaldehyde in the assay.

References

Dec 26, 2001·Chemical Reviews·D T McQuadeT M Swager
Mar 7, 2002·Journal of the American Chemical Society·Jing LinLin Pu
Mar 11, 2004·Chemical Reviews·Lin Pu
Jun 29, 2004·Angewandte Chemie·Jianzhang ZhaoTony D James
Nov 13, 2004·Journal of the American Chemical Society·Xuefeng Mei, Christian Wolf
Mar 28, 2007·Chemical Reviews·Samuel W ThomasTimothy M Swager
May 16, 2009·Angewandte Chemie·Hui JiangKirk S Schanze
Nov 26, 2010·Chemical Society Reviews·Ha Na KimHe Tian
Apr 26, 2011·Topics in Current Chemistry·Alessandro AccettaRosangela Marchelli
Aug 13, 2011·Accounts of Chemical Research·Lin Pu
Sep 6, 2011·Chemical Society Reviews·Diana LeungEric V Anslyn
Feb 7, 2014·Chemical Reviews·Xin ZhangJuyoung Yoon

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Citations

Nov 7, 2017·Chemistry : a European Journal·Yachen WangLin Pu
Jul 31, 2018·Journal of the American Chemical Society·Brenden T HerreraChristian Wolf
Dec 29, 2020·Journal of the American Chemical Society·Chen YuanYong Cui

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Methods Mentioned

BETA
NMR
1
membrane filtration

Software Mentioned

Viscotek
TriSEC GPC

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