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The synthesis and fluorescence of novel N-substituted-1,8-naphthylimides

✍ Scribed by Dongwu Yuan; Robert G Brown; John D Hepworth; Michael S Alexiou; John H. P. Tyman

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
368 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The synthesis and characterisation of a series of novel 4‐acylamino and 4‐alkylamino‐N‐1,8‐naphthalimides is described. The UV‐visible absorption and emission properties of the compounds are reported. Significant solvent effects are noted for 4‐n‐butyl‐9‐n‐butyl‐1,8‐naphthylimide. The incorporation of acetyl and chloroacetyl groups into the 4‐substituent markedly increases the fluorescence quantum yield compared with 4‐alkylamino substituemnts.

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## Abstract The reactions of hexachlorocyclotriphosphazene N~3~P~3~Cl~6~ (1) with 1‐naphthol and 1‐naphthylamine have been examined. The reaction of 1 with sodium 1‐naphthoxy gave the hexakis(1‐naphthoxy)cyclotriphosphazene (2) in high yield. Geminal 2,2‐di(1‐naphthylamino)‐4,4,6,6‐tetrachlorocyclo