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Indexed by:期刊论文

Date of Publication:2011-05-01

Journal:JOURNAL OF FLUORESCENCE

Included Journals:SCIE、EI、PubMed

Volume:21

Issue:3

Page Number:1143-1154

ISSN No.:1053-0509

Key Words:Boronic acid; Fluorescent chemosensors; d-PeT; Phenothiazine

Abstract:Ethynylated phenothiazine based fluorescent boronic acid probes were prepared. Sonogashira coupling reaction was used to introduce substituted phenylethynylene fragments to the phenothiazine fluorophore to extend the pi-conjugation and to enhance the emission property. The photophysical properties and the binding properties of these probes with hydroxyl acids were investigated. We found that the probes with significant ICT effect show emissions which are sensitive to solvent polarity. The phenothiazine moiety is proved to be electron-donating. We found the substitution profile imparts significant effect on the photophysical properties of the probes. For example, one of the probes shows d-PeT effect, whereas the regioisomer probe with similar pi-conjugation fragment but different substitution profile shows the a-PeT effect. The easy derivatization of phenothiazine fluorophore, the structure-photophysical property relation and the novel d-PeT fluorescence transduction profile of the phenothiazine based probes described herein may inspire more investigation into this fascinating research area.