Molecular rotors: synthesis and evaluation as viscosity sensors

Jeyanthy Sutharsan, Darcy Lichlyter, Nathan E. Wright, Marianna Dakanali, Mark A. Haidekker, Emmanuel A. Theodorakis

Research output: Contribution to journalArticle

74 Scopus citations

Abstract

It has been shown that compounds containing the p-N,N-dialkylaminobenzylidene cyanoacetate motif can serve as fluorescent non-mechanical viscosity sensors. These compounds, referred to as molecular rotors, belong to a class of fluorescent probes that are known to form twisted intramolecular charge-transfer complexes in the excited state. In this study we present the synthesis and spectroscopic characterization of these compounds as viscosity sensors. The effects of the molecular structure and electronic density of these rotors to the emission wavelength, fluorescence intensity, and viscosity sensitivity are discussed.

Original languageEnglish (US)
Pages (from-to)2582-2588
Number of pages7
JournalTetrahedron
Volume66
Issue number14
DOIs
StatePublished - Apr 3 2010

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Sutharsan, J., Lichlyter, D., Wright, N. E., Dakanali, M., Haidekker, M. A., & Theodorakis, E. A. (2010). Molecular rotors: synthesis and evaluation as viscosity sensors. Tetrahedron, 66(14), 2582-2588. https://doi.org/10.1016/j.tet.2010.01.093