Hydantoin-based molecular photoswitches
- Martínez-López, D. 1
- Yu, M.-L. 3
- García-Iriepa, C. 1
- Campos, P.J. 1
- Frutos, L.M. 2
- Golen, J.A. 3
- Rasapalli, S. 3
- Sampedro, D. 1
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1
Universidad de La Rioja
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2
Universidad de Alcalá
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3
University of Massachusetts Dartmouth
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ISSN: 0022-3263
Año de publicación: 2015
Volumen: 80
Número: 8
Páginas: 3929-3939
Tipo: Artículo
beta Ver similares en nube de resultadosOtras publicaciones en: Journal of Organic Chemistry
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Resumen
A new family of molecular photoswitches based on arylidenehydantoins is described together with their synthesis and photochemical and photophysical studies. A series of hydantoin derivatives have been prepared as single isomers using simple and versatile chemistry in good yields. Our studies show that the photostationary states of these compounds can be easily controlled by means of external factors, such as the light source or filters. Moreover, the detailed investigations proved that these switches are efficient (i.e., they make efficient use of the light energy, are high fatigue resistant, and are very photostable). In some cases, the switches can be completely turned on/off, a desirable feature for specific applications. A series of theoretical calculations have also been carried out to understand the photoisomerization mechanism at the molecular level. © 2015 American Chemical Society.