Journal
CHEMICAL SOCIETY REVIEWS
Volume 42, Issue 1, Pages 143-155Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cs35271k
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Funding
- Deutsche Forschungsgemeinschaft
- Fonds der Chemischen Industrie
- National Natural Science Foundation of China [20872038, 21072064]
- Natural Science Foundation of Guangdong Province [06025664, 1035 1064101000000]
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The dimerization of anthracene by a [4 pi + 4 pi] cycloaddition is one of the oldest and best known reactions in photochemistry. In the series of tethered bichromophoric arenes, this reaction type could be extended to anthracene-naphthalene, naphthalene-naphthalene and recently even to anthracene-benzene and naphthalene-benzene systems. Cyclophanes, which can be regarded as twofold or multiple tethered systems, are not discussed here. The cycloisomerizations are performed by irradiation at the long-wavelength absorption (lambda > 270 nm), whereas shorter wavelengths (lambda < 270 nm) lead to cycloreversions, which can be also achieved by a thermal route. The systems represent therefore a P-and T-type photochromism, which can be used for optical or chiroptical switches. An acceleration of the switch is possible by a singlet energy transfer ( light harvesting antenna effect) in dendritic compounds. In the past 5 to 10 years many applications of these switches were studied in the context of photonic devices, sensor techniques, lithographic processes, imaging techniques, data processing and data storage.
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