Modular synthesis of 4-aminocarbonyl substituted 1,8-naphthalimides and application in single molecule fluorescence detection

K. N. Hearn, T. D. Nalder, R. P. Cox, H. D. Maynard, T. D.M. Bell, F. M. Pfeffer, T. D. Ashton

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Robust methodology to install amide, carbamate, urea and sulfonamide functionality to the 1,8-naphthalimide scaffold has been developed and exemplified. New benzamidonaphthalimide 6, synthesised using this approach, was found to be sensitive to base whereupon fluorescence emission strongly increases (>10-fold) and red-shifts (>4000 cm-1). The optical properties of deprotonated 6 allow for single molecule fluorescence detection, the first example of such behaviour from this class of fluorophore.

Original languageEnglish
Pages (from-to)12298-12301
Number of pages4
JournalChemical Communications
Issue number91
Publication statusPublished - 1 Jan 2017

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