Synthesis and characterization of ethyl benzotriazolyl acrylate-based D–π–A fluorophores for live cell-based imaging applications†
Ana Sofia
Ortega-Villarreal, 
a
Eugenio
Hernández-Fernández,
*a
Gabriel A.
Valdivia-Berroeta,
b
Israel
López,
ac
Kenneth A.
Christensen,
b
Miguel A.
Reyes-González
a
and
David J.
Michaelis
*b
a
Eugenio
Hernández-Fernández,
*a
Gabriel A.
Valdivia-Berroeta,
b
Israel
López,
ac
Kenneth A.
Christensen,
b
Miguel A.
Reyes-González
a
and
David J.
Michaelis
*b
Abstract
A series of eight new ethyl (Z)-benzotriazolyl acrylates 6a–d and 7a–d have been synthesized by conventional heating and microwave irradiation from ethyl benzotriazolyl acetates 3 and 4 with the corresponding aromatic aldehydes. This work reports the synthetic approach and spectroscopic characterization (1H, 13C-NMR, HRMS) of all the synthesized compounds. X-ray diffraction analyses were performed for molecules 6a, 7a and 7d. Photophysical properties of compounds were evaluated. Finally, compound 6a was tested in a human cell line and showed low to no cytotoxicity at relevant concentrations. Initial testing demonstrates its potential use as a fluid-phase fluorescent marker for live cell imaging.
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