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Issue 91, 2017
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Modular synthesis of 4-aminocarbonyl substituted 1,8-naphthalimides and application in single molecule fluorescence detection

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Abstract

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.

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

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Article information


Submitted
13 Oct 2017
Accepted
26 Oct 2017
First published
26 Oct 2017

Chem. Commun., 2017,53, 12298-12301
Article type
Communication

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 and T. D. Ashton, Chem. Commun., 2017, 53, 12298
DOI: 10.1039/C7CC07922B

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