A coumarin–thiourea conjugate as a fluorescent probe for Hg(ii) in aqueous media with a broad pH range 2–12

Yasuhiro Shiraishi, Shigehiro Sumiya, Takayuki Hirai

Organic & Biomolecular Chemistry · 2010 · 60 citations · 51 references

Concepts

Abstract

A coumarin-thiourea conjugate (1) behaves as a highly selective fluorescent probe for Hg(2+) in aqueous media. The probe 1 shows selective and quantitative fluorescence decrease upon Hg(2+) addition in aqueous media with a broad pH range, 2-12. Ab initio molecular orbital calculations reveal that the fluorescence decrease of 1 upon Hg(2+) addition is promoted by a Hg(2+)-induced desulfurization of the thiourea moiety, leading to a decrease in an intramolecular charge transfer (ICT) character of the excited-state coumarin moiety.

References

51