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Large Stokes Shift Fluorescent Dyes Based on a Highly Substituted Terephthalic Acid Core

Lookup NU author(s): Professor Andrew Benniston, Dr Ross Harrington, Dr Corinne Wills


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The synthesis of dyes based on a highly substituted terephthalic acid core is described, starting from readily available 2,5-dihydroxy-terephthalic acid diethyl ester. The dyes are highly colored, soluble in organic solvents and reasonably fluorescent in solution and in the solid state. The maxima for absorption and emission are around 402 and 502 nm, respectively. The fluorophores are readily cyclized to generate compounds which comprise the basic 6,13-dihydroxy-chromeno[2,3-b]xanthene-7,14-dione unit. These new derivatives are nonfluorescent.

Publication metadata

Author(s): Benniston AC, Winstanley TPL, Lemmetyinen H, Tkachenko NV, Harrington RW, Wills C

Publication type: Article

Publication status: Published

Journal: Organic Letters

Year: 2012

Volume: 14

Issue: 6

Pages: 1374-1377

Print publication date: 01/03/2012

ISSN (print): 1523-7060

ISSN (electronic): 1523-7052

Publisher: American Chemical Society


DOI: 10.1021/ol300038e


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