Visibly Emissive and Responsive Extended 6-Aza-Uridines

[Image: see text] A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push–pull interactions yielding enhanced bathochromic shifts and solvatoch...

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Detalles Bibliográficos
Autores principales: Hopkins, Patrycja A., Sinkeldam, Renatus W., Tor, Yitzhak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4201329/
https://www.ncbi.nlm.nih.gov/pubmed/25285451
http://dx.doi.org/10.1021/ol502435d
Descripción
Sumario:[Image: see text] A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push–pull interactions yielding enhanced bathochromic shifts and solvatochromism compared to the parent nucleosides. For example, the methoxy substituted derivative 1d displays λ(max abs) around 375 nm, with visible emission maxima at 486 nm (Φ = 0.74) and 525 nm (Φ = 0.02) in dioxane and water, respectively.

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