2013
DOI: 10.1021/ol403262x
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Design and Syntheses of Highly Emissive Aminobenzopyrano-xanthene Dyes in the Visible and Far-Red Regions

Abstract: New derivatives of aminobenzopyrano-xanthene (ABPX) dyes have been designed and synthesized with high fluorescence quantum yields in the visible and far-red regions. It was kinetically demonstrated that the structurally rigid conjugation of the xanthene moiety, which is closely related to the reduction of the nonradiative deactivation process, is an effective molecular design for the drastic enhancement of fluorescence emission efficiency.

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Cited by 38 publications
(13 citation statements)
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“…The first involves the alkylation of the starting aniline with the inexpensive 3,3-dimethylallyl bromide/chloride, followed by cyclisation mediated by Lewis acids, or under acidic conditions [56]. A second, analogous approach involves an initial acylation with the commercially available 3,3-dimethylacryloyl chloride, followed by Friedel–Crafts cyclisations that also use Lewis acids [7].…”
Section: Introductionmentioning
confidence: 99%
“…The first involves the alkylation of the starting aniline with the inexpensive 3,3-dimethylallyl bromide/chloride, followed by cyclisation mediated by Lewis acids, or under acidic conditions [56]. A second, analogous approach involves an initial acylation with the commercially available 3,3-dimethylacryloyl chloride, followed by Friedel–Crafts cyclisations that also use Lewis acids [7].…”
Section: Introductionmentioning
confidence: 99%
“…The absolute fluorescence quantum yield was measured using an integrating sphere. 9-(2-Carboxy­benzoyl)-8-hydroxy­julolidine was synthesized using the procedure reported previously …”
Section: Methodsmentioning
confidence: 99%
“…4 To date, much effort has been made to synthesize various deep-red/NIR uorescence dyes. The deep-red/NIR molecular frameworks, commonly based on coumarin, 5 borondipyrromethane 6 (BODIPY), xanthene 7 or cyanines, 8 have been modied as suitable agents for biomedical imaging. Among them, polymethine cyanines are one of most widely used deepred/NIR platforms with perfect photophysical properties and outstanding biocompatibility.…”
Section: Introductionmentioning
confidence: 99%