Optical switches with biplanemers obtained by intramolecular photocycloaddition reactions of tethered arenes

作者: Herbert Meier , Derong Cao

DOI: 10.1039/C2CS35271K

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摘要: The dimerization of anthracene by a [4π + 4π] cycloaddition is one the oldest and best known reactions in photochemistry. In series tethered bichromophoric arenes, this reaction type could be extended to anthracene–naphthalene, naphthalene–naphthalene recently even anthracene–benzene naphthalene–benzene systems. Cyclophanes, which can regarded as twofold or multiple systems, are not discussed here. cycloisomerizations performed irradiation at long-wavelength absorption (λ > 270 nm), whereas shorter wavelengths < nm) lead cycloreversions, also achieved thermal route. systems represent therefore P- T-type photochromism, used for optical chiroptical switches. An acceleration switch possible singlet energy transfer (light harvesting antenna effect) dendritic compounds. past 5 10 years many applications these switches were studied context photonic devices, sensor techniques, lithographic processes, imaging data processing storage.

参考文章(63)
Derong Cao, Silvia Dobis, Dieter Schollmeyer, Herbert Meier, Rearrangement of the carbon skeleton in the intramolecular photoadduct of anthracene and benzene rings Tetrahedron. ,vol. 59, pp. 5323- 5327 ,(2003) , 10.1016/S0040-4020(03)00787-7
Shigeo Kohmoto, Hyuma Masu, Chuya Tatsuno, Keiki Kishikawa, Makoto Yamamoto, Kentaro Yamaguchi, Diastereoselective intramolecular [4 + 4] photocycloaddition reaction of N-(naphthylcarbonyl)anthracene-9-carboxamides: temperature effects and reversal of diastereoselectivity Journal of The Chemical Society-perkin Transactions 1. pp. 4464- 4468 ,(2000) , 10.1039/B005142J
Martin Michelswirth, Michael Räkers, Christian Schäfer, Jochen Mattay, Manfred Neumann, Ulrich Heinzmann, Photocycloaddition of Anthracene-Functionalized Monolayers on Silicon(100) Surface Journal of Physical Chemistry B. ,vol. 114, pp. 3482- 3487 ,(2010) , 10.1021/JP910298A
Christian Schäfer, Rainer Eckel, Robert Ros, Jochen Mattay, Dario Anselmetti, Photochemical single-molecule affinity switch. Journal of the American Chemical Society. ,vol. 129, pp. 1488- 1489 ,(2007) , 10.1021/JA067734H
Andreas Beyeler, Peter Belser, Luisa De Cola, Rheniumkomplexe mit photochemisch variierbarem Anthracenteil: ein molekularer Schalter Angewandte Chemie. ,vol. 109, pp. 2878- 2881 ,(1997) , 10.1002/ANGE.19971092415
Henri Bouas-Laurent, Alain Castellan, Jean-Pierre Desvergne, From anthracene photodimerization to jaw photochromic materials and photocrowns Pure and Applied Chemistry. ,vol. 52, pp. 2633- 2648 ,(1980) , 10.1351/PAC198052122633
Robert C. Fay, Robert B. Von Dreele, X-ray determination of the absolute configuration of metal complexes in quasiracemic crystals. .LAMBDA.-(-)546-Cobalt(III) acetylacetonate Journal of the American Chemical Society. ,vol. 93, pp. 4936- 4938 ,(1971) , 10.1021/JA00748A062