Journal
DYES AND PIGMENTS
Volume 136, Issue -, Pages 292-301Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2016.08.039
Keywords
Molecular switch; Spiropyran; Organic synthesis; 3H-indole; Photochromism
Funding
- Deutsche Forschungsgemeinschaft (DFG)
- DECHEMA (Gesellschaft fur Chemische Technik and Biotechnologie) by a Max-Buchner fellowship
- Institutional Strategy of the University of Bremen
- German Excellence Initiative
- EPSRC [EP/K03927X/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K03927X/1] Funding Source: researchfish
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Spiropyrans are dyes that can be reversibly switched to a highly colored merocyanine form by a number of stimuli such as light, mechanical force or temperature. To make use of these molecules, there is a requirement to functionalize them appropriately. Herein we report a library of spiropyrans bearing two (pseudo) halide functional groups on either half of the molecule. Such halide substituents are valuable, because they themselves may be used as reactive sites in cross-coupling reactions, for example. Different combinations of halides, for which different reactivities in cross-coupling reactions may be expected, will facilitate selective consecutive cross-coupling reactions and condensations. Data concerning the UV/vis characteristics, the photostationary equilibria of the materials as well as the half-life of the merocyanine forms in solution are presented. (C) 2016 Elsevier Ltd. All rights reserved.
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