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- W2093581285 abstract "Bei der Bestrahlung mit UV-Licht unterliegt 6.6-Dimethoxy-bicyclo[2.2.1]hepten-(2)-on-(5) (1) aus einem angeregten Singulett-Zustand einer reversiblen Photoisomerisierung zu 6.6-Dimethoxy-bicyclo[3.2.0]hepten-(2)-on-(7) (2) und der Photodecarbonylierung zu 6.6-Dimethoxy-bicyclo[3.1.0]hexen-(2) (3). In Methanol treten zusätzlich noch die beiden Stereoisomeren endo- und exo-3.4.4-Trimethoxy-2-oxa-bicyclo[3.3.0]octene-(7) (4 und 5) auf, die sich von einem intermediär gebildeten Oxacarben 9 ableiten lassen. Hinweise für eine Photofragmentierung von 1 im Sinne einer Retrodienspaltung in Cyclopentadien und Dimethoxyketen gibt es nicht. Das Verhältnis der Bestrahlungsprodukte zueinander hängt von der Bestrahlungszeit und der Temperatur ab; es ist aber weitgehend unabhängig von der Polarität des Lösungsmittels. The Photochemistry of 6.6-Dimethoxybicyclo[2.2.1]hept-2-en-5-one Ultraviolet irradiation of 6.6-dimethoxybicyclo[2.2.1]hept-2-en-5-one (1) leads via an excited singlet-state to the reversible formation of the photoisomeric 6.6-dimethoxybicyclo[3.2.0]hept-2-en-7-one (2) and the decarbonylation product 6.6-dimethoxybicyclo[3.1.0]hex-2-ene (3). In methanol two further isomeric compounds endo- and exo-3.4.4-trimethoxy-2-oxabicyclo-[3.3.0]oct-7-ene (4 and 5) are formed, which can be derived from the intermediate oxacarbene 9. There are no indications for a photofragmentation of 1 into cyclopentadiene and dimethoxyketene via a retrodiene cleavage. The ratio of photoproducts depends on the time of irradiation and the temperature. It is rather insensitive against solvent polarity." @default.
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- W2093581285 date "1971-10-01" @default.
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- W2093581285 title "Die Photochemie des 6.6‐Dimethoxy‐bicyclo‐[2.2.1]hepten‐(2)‐ons‐(5)" @default.
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- W2093581285 doi "https://doi.org/10.1002/cber.19711041005" @default.
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