Turn-on fluorogenic sensors based on an anthraquinone signaling unit for the detection of Zn(II) and Cd(II) ions.
Chawanakorn KongsakNatthiti ChiangraengPuracheth RithchumponPiyarat NimmanpipugPuttinan MeepowpanThawatchai TuntulaniPraput ThavornyutikarnPublished in: Organic & biomolecular chemistry (2023)
Turn-on fluorescent chemosensors based on an anthraquinone moiety, N , N '-(9,10-dioxo-9,10-dihydroanthracene-1,8-diyl) bis (2-( bis (pyridin-2-ylmethyl)amino)acetamide) (1) and N , N '-(9,10-dioxo-9,10-dihydroanthracene-2,6-diyl) bis (2-( bis (pyridin-2-ylmethyl)amino)acetamide) (2), have been successfully synthesized with the overall yields of 61% and 90%, respectively. The structures of both chemosensors 1 and 2 were elucidated using several spectroscopic techniques such as 1 H NMR, 13 C NMR, 2D-NMR, FTIR and HRMS. The target chemosensor 1 is a promising tool for the detection of trace levels of d 10 metal ions, such as Zn(II) and Cd(II) ions, by exhibiting a significant fluorescence enhancement via a turn-on photoinduced electron transfer (PET) mechanism with a rapid and highly reproducible signal, and low detection limit values of 0.408 μM and 0.246 μM, for Zn(II) and Cd(II), respectively.