Synthesis of Super Stable Triangulenium Dye

The super stabilized tris(dialkylamino)-azadioxatriangulenium carbenium ion (A-ADOTA+) 4 has been synthesized and characterized. As a result of extended delocalization of the positive charge in the planar triangulenium system and the presence of several strongly electron-donating groups, the A-ATOTA...

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Veröffentlicht in:Journal of organic chemistry 2009-04, Vol.74 (8), p.3183-3185
Hauptverfasser: Laursen, Bo W, Sørensen, Thomas J
Format: Artikel
Sprache:eng
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Zusammenfassung:The super stabilized tris(dialkylamino)-azadioxatriangulenium carbenium ion (A-ADOTA+) 4 has been synthesized and characterized. As a result of extended delocalization of the positive charge in the planar triangulenium system and the presence of several strongly electron-donating groups, the A-ATOTA+ ion displays extreme cation stability with a pK R+ value close to 25. Furthermore the A-ATOTA+ ion shows excellent dye properties with intense absorption at 458 nm and high fluorescence quantum yield.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9002486