Robust Visible Light Photoswitching with Ortho-Thiol Substituted Azobenzenes

Authors

Subhas Samanta, University of Toronto
Theresa M. McCormick, Portland State UniversityFollow
Simone K. Schmidt, University of Toronto
Dwight S. Seferos, University of Toronto
G. Andrew Woolley, University of Toronto

Published In

Chemical Communications

Document Type

Article

Publication Date

2013

Subjects

Azo compounds -- Absorption, Photochemistry, Nanostructured materials

Abstract

Introduction of S-ethyl groups in all four ortho positions of azobenzene prevents reduction of the azo group by intracellular glutathione, while enhancing the absorptivity to ∼10000 M⁻¹ cm⁻¹ in the blue and green regions of the visible spectrum. cis-to-trans isomerization occurs thermally on the minutes timescale. Further, this substitution pattern permits switching with red light, a color that is more penetrating through biological tissues than other parts of the visible spectrum.

Description

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Open Access

This journal is © The Royal Society of Chemistry 2013

*At the time of publication Theresa M. McCormick was affiliated with University of Toronto.

DOI

10.1039/c3cc46045b

Persistent Identifier

http://archives.pdx.edu/ds/psu/16178

Citation Details

Samanta, S.; McCormick, T. M.; Schmidt, S. K.; Seferos, D. S.; Woolley, G. A. “Robust visible light photoswitching with ortho-thiol substituted azobenzenes” Chemical Communications. 49 (87), 10314-10316, 2013.