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Synthesis and solvatochromic fluorescence of biaryl pyrimidine nucleosides. | LitMetric

Synthesis and solvatochromic fluorescence of biaryl pyrimidine nucleosides.

Org Lett

Department of Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland.

Published: May 2013

AI Article Synopsis

  • Researchers created fluorescent pyrimidine analogs that include a fused biphenyl unit, achieving high yields through specific chemical reactions.
  • The synthesis involved stereoselective N-glycosylation and Suzuki-Miyaura cross-coupling methods to build the desired compounds.
  • The resulting "push-pull" fluorophores show strong changes in their emission properties based on the solvent used, due to twisted intramolecular charge-transfer states.

Article Abstract

Fluorescent pyrimidine analogs containing a fused biphenyl unit were prepared in high yields using stereoselective N-glycosylation and Suzuki-Miyaura cross-coupling reactions. The resulting "push-pull" fluorophores exhibit highly solvatochromic emissions from twisted intramolecular charge-transfer (TICT) states.

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Source
http://dx.doi.org/10.1021/ol400930sDOI Listing

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