Synthesis of Novel Diketopyrrolopyrrole-Rhodamine Conjugates and Their Ability for Sensing Cu2+ and Li+

• Type: Article in International Scientific Journal
• Date: 2022

Authors

Queiros, C (Author) Other; Almodovar, VAS (Author) Other; Martins, F (Author) Other; Leite, A (Author) Other; Tome, AC (Author) Other; Silva, AMG (Author) FCUP

Journal

Title: Molecules

Serial No. 3 Vol. 27 No. 969

Final page: 7219

ISSN: 1420-3049

Publisher: MDPI

Indexing

ISI Web of Knowledge - 4 Citations

Scopus

Other information

Authenticus ID: P-00X-CSP

DOI: 10.3390/molecules27217219

Abstract (EN): The search for accurate and sensitive methods to detect chemical substances, namely cations and anions, is urgent and widely sought due to the enormous impact that some of these chemical species have on human health and on the environment. Here, we present a new platform for the efficient sensing of Cu2+ and Li+ cations. For this purpose, two novel photoactive diketopyrrolopyrrole-rhodamine conjugates were synthesized through the condensation of a diketopyrrolopyrrole dicarbaldehyde with rhodamine B hydrazide. The resulting chemosensors 1 and 2, bearing one or two rhodamine hydrazide moieties, respectively, were characterized by H-1 and C-13 NMR and high-resolution mass spectrometry, and their photophysical and ion-responsive behaviours were investigated via absorption and fluorescence measurements. Chemosensors 1 and 2 displayed a rapid colorimetric response upon the addition of Cu2+, with a remarkable increase in the absorbance and fluorescence intensities. The addition of other metal ions caused no significant effects. Moreover, the resulting chemosensor-Cu2+ complexes revealed to be good probes for the sensing of Li+ with reversibility and low detection limits. The recognition ability of the new chemosensors was investigated by absorption and fluorescence titrations and competitive studies.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 15