Triazine-Modified Color-Responsive Triarylboron/Acridine Fluorescent Probe with Multi-Channel Charge Transfer for Highly Sensitive Fluoride Ion Detection.
{"title":"Triazine-Modified Color-Responsive Triarylboron/Acridine Fluorescent Probe with Multi-Channel Charge Transfer for Highly Sensitive Fluoride Ion Detection.","authors":"Lei Tang, Jiaoyun Wang, Yuan Liu","doi":"10.3390/molecules30040879","DOIUrl":null,"url":null,"abstract":"<p><p>A novel fluoride ion fluorescent probe is designed by introducing the strong electron-withdrawing triazine groups into the triarylboron/acridine conjugation system. The A-D-A' molecular configuration endows this molecule with multiple charge-transfer channels; upon reaction with F<sup>-</sup>, the triazine groups act as primary acceptors within the molecule, facilitating charge transfer between the acridine units and the triazine groups. During fluoride ion detection, changes in the triarylboron moiety lead to a significant bathochromic-shift in fluorescence emission from green to yellow. Theoretical calculations attribute this phenomenon to a reduction in the molecular <i>S</i><sub>1</sub> state energy level upon fluorination, resulting in a pronounced visible color change and chromogenic response during detection. Based on fluorescence intensity changes with varying degrees of F<sup>-</sup> coordination, a detection limit as low as 10<sup>-7</sup> M was determined for TB-1DMAc-2TRZ, demonstrating the high sensitivity of this probe.</p>","PeriodicalId":19041,"journal":{"name":"Molecules","volume":"30 4","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecules","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3390/molecules30040879","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
A novel fluoride ion fluorescent probe is designed by introducing the strong electron-withdrawing triazine groups into the triarylboron/acridine conjugation system. The A-D-A' molecular configuration endows this molecule with multiple charge-transfer channels; upon reaction with F-, the triazine groups act as primary acceptors within the molecule, facilitating charge transfer between the acridine units and the triazine groups. During fluoride ion detection, changes in the triarylboron moiety lead to a significant bathochromic-shift in fluorescence emission from green to yellow. Theoretical calculations attribute this phenomenon to a reduction in the molecular S1 state energy level upon fluorination, resulting in a pronounced visible color change and chromogenic response during detection. Based on fluorescence intensity changes with varying degrees of F- coordination, a detection limit as low as 10-7 M was determined for TB-1DMAc-2TRZ, demonstrating the high sensitivity of this probe.
期刊介绍:
Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.