ESIPT-Mediated Photocycloadditions of 3-Hydroxyquinolinones: Development of a Fluorescence Quenching Assay for Reaction Screening

Bing Xia, Baudouin Gerard, Danielle M. Solano, Jiandi Wan, Guilford Jones, John A. Porco

Organic Letters · 2011 · 30 citations · 26 references

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Abstract

Irradiation of 1,2-dimethyl-3-hydroxyquinolinone (DMQ) leads to excited state intramolecular proton transfer (ESIPT) generating a 3-oxidoquinolinium species which undergoes [3 + 2] photocycloaddition with dipolarophiles. A parallel, fluorescence quenching assay using a microplate format has been developed to evaluate fluorescence quenching of this species with a range of dipolarophiles.

References

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