Citation: Yan Liu, Qiu-Ling Shi, Jing-Li Yuan. Synthesis of a di(2-picolyl)amino-β-diketone dual-functional ligand that can coordinate to europium(III) for responding to copper(II) and sulfide ions[J]. Chinese Chemical Letters, ;2015, 26(12): 1485-1489. doi: 10.1016/j.cclet.2015.10.021 shu

Synthesis of a di(2-picolyl)amino-β-diketone dual-functional ligand that can coordinate to europium(III) for responding to copper(II) and sulfide ions

Yan Liu ^a,, ,
Qiu-Ling Shi ^a ,
Jing-Li Yuan ^b,,

1.
a College of Environmental Science and Engineering, Dalian Maritime University, Dalian 116026, China;
2.
b State Key Laboratory of Fine Chemicals, School of Chemistry, Dalian University of Technology, Dalian 116024, China

Corresponding author: Yan Liu, Jing-Li Yuan,
Received Date: 30 July 2015
Available Online: 27 October 2015

Lanthanide complex-based luminescent probes/chemosensors have shown great utilities in various biological and environmental assays with time-resolved detection mode to eliminate background noises. In this work, by conjugating di(2-picolyl)amine (DPA) with a tetradentate β-diketone 1,2-bis[4'- (1",1",1",2",2"-pentafluoro-3",5"-pentanedion-5"-yl)benzyl]-4-chlorosulfo-benzene (BPPBCB), a novel dual-functional ligand that can coordinate to Eu³⁺ for responding to Cu²⁺ and S^2- ions in aqueous media, DPA-BPPBCB, has been designed and synthesized. The β-diketone moiety of DPA-BPPBCB can form a strongly luminescent complex with Eu³⁺. Upon reaction with Cu²⁺, accompanied by the formation of heterobimetallic complex Cu²⁺-DPA-BPPBCB-Eu³⁺, the Eu³⁺ luminescence was quenched. While in the presence of S^2-, owing to the high affinity of S^2- to Cu²⁺, stable CuS was formed, which resulted in the release of Cu²⁺ from Cu²⁺-DPA-BPPBCB-Eu³⁺, to restore the luminescence of the Eu³⁺ complex. This unique “on-off-on” luminescence response of the Eu³⁺ complex enabled Cu²⁺ and S^2- ions in aqueous media to be detected with time-resolved luminescence detection mode.
- Europium complex
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