title: Dynamic Covalent Chemistry-based Sensing: Pyrenyl Derivatives of Phenylboronic Acid for Saccharide and Formaldehyde.
abstract: We synthesized two specially designed pyrenyl (Py) derivatives of phenylboronic acid, PSNB1 and PSNB2, of which PSNB2 self-assemble to form dynamic aggregate in methanol-water mixture (1:99, v/v) via intermolecular H-bonding and pi-pi stacking. Interestingly, the dynamic aggregate shows smart response to presence of fructose (F) as evidenced by fluorescence color change from green to blue. More interestingly, the fluorescence emission of the resulted PSNB2-F changes from blue to green with the addition of formaldehyde (FA). The reason behind is formation of a PSNB2-F dimer via FA cross-linking. Based upon the reactions as found, sensitive and fast sensing of F and FA in water was realized, of which the experimental DLs could be significantly lower than 10 μM for both analytes, and the response times are less than 1 min. It is believed that not only the materials as created may have the potential to find real-life applications but also the strategy as developed can be adopted to develop other dynamic materials.
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Materials Science and Engineering, Xi'an, 710119, P. R. China.
authors: Xingmao
authors: X
authors: Chang
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Chemistry and Chemical Engineering, Xi'an, 710119, P. R. China.
authors: Jiayun
authors: J
authors: Fan
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Chemistry and Chemical Engineering, Xi'an, 710119, P. R. China.
authors: Min
authors: M
authors: Wang
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Chemistry and Chemical Engineering, Xi'an, 710119, P. R. China.
authors: Zhaolong
authors: Z
authors: Wang
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Chemistry and Chemical Engineering, Xi'an, 710119, P. R. China.
authors: Haonan
authors: H
authors: Peng
authors: Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an 710054, P. R. China.
authors: Gang
authors: G
authors: He
authors: Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, School of Chemistry and Chemical Engineering, Xi'an, 710119, P. R. China.
authors: Yu
authors: Y
authors: Fang
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D005557:Formaldehyde / Q000032:analysis*; D005632:Fructose / Q000032:analysis*
chemical_list: D001897:Boronic Acids; D005557:Formaldehyde; D005632:Fructose; C010686:benzeneboronic acid