Reversible intramolecular photocycloaddition of a bis(9-anthrylbutadienyl)paracyclophane--an inverse photochromic system. (Photoactive cyclophanes 5)
The title compound, 4,13-bis[(1E,3E)-4-(9-anthracenyl)buta-1,3-dienyl][2.2]paracyclophane (2), prepared in 35% overall yield from [2.2]paracyclophane, absorbs light at lambda(max) = 400 nm with a tail down to 480 nm. By irradiation into this band, 2 generates a single photoproduct, 4, whose absorpti...
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Published in | Beilstein journal of organic chemistry Vol. 5; no. 1; p. 20 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Germany
Beilstein-Institut
07.05.2009
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Subjects | |
Online Access | Get full text |
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Summary: | The title compound, 4,13-bis[(1E,3E)-4-(9-anthracenyl)buta-1,3-dienyl][2.2]paracyclophane (2), prepared in 35% overall yield from [2.2]paracyclophane, absorbs light at lambda(max) = 400 nm with a tail down to 480 nm. By irradiation into this band, 2 generates a single photoproduct, 4, whose absorption maximum is situated at 306 nm. The starting material is recovered by irradiation at 306 nm or by heating. This 'inverse' photochromic system has a potential for optical information storage, compound 4 being stable in visible light, at ambient temperature. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1860-5397 1860-5397 |
DOI: | 10.3762/bjoc.5.20 |