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Issue 17, 2007
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Tuning of fluorescence properties of aminoterpyridine fluorophores by N-substitution

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Abstract

Several N-alkyl and N-phenyl derivatives of 6-amino- (1) and 6,6′-diamino-2,2′:6′,2″-terpyridine (6) were synthesized, and their fluorescence properties were studied. A successive red-shift was observed as the number of the N-substituted groups increased. It was also shown that the susceptivity of the fluorophores to a solvent varied considerably according to the mode of the N-substitution. While the monoamino-tpys 15 (tpy: 2,2′:6′,2″-terpyridine) suffered almost complete quenching of their fluorescence in ethanol, the fully N-alkylated diamino-tpys 8 and 9 retained their fluorescence. The results show that N-substitution is a useful way to tune both the radiation energy and solvent susceptivity of the fluorescence of the amino-tpys.

Graphical abstract: Tuning of fluorescence properties of aminoterpyridine fluorophores by N-substitution

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Supplementary files

Article information


Submitted
21 May 2007
Accepted
09 Jul 2007
First published
19 Jul 2007

Org. Biomol. Chem., 2007,5, 2762-2766
Article type
Paper

Tuning of fluorescence properties of aminoterpyridine fluorophores by N-substitution

J. Cheon, T. Mutai and K. Araki, Org. Biomol. Chem., 2007, 5, 2762
DOI: 10.1039/B707662B

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