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RESEARCH PRODUCT

4,4′‐Distyrylazobenzol als Chromophor

Frank KosteynHermann RauGünter GauglitzNorbert HanoldHerbert Meier

subject

Inorganic Chemistrychemistry.chemical_compoundAzo compoundchemistryWittig reactionStereoselectivityIrradiationAbsorption (chemistry)ChromophorePhotochemistryMedicinal chemistryIsomerizationReversible reaction

description

4,4′-Distyrylazobenzene as Chromophore 4,4′-Distyrylazobenzenes are prepared from 4,4′-dimethylazobenzene. Whereas the Siegrist method furnishes stereoselectively the (E,E,E) configuration, a Wittig olefination leads to a mixture of (Z,E,Z), (Z,E,E) and (E,E,E) isomers which can be easily separated. Irradiation of the intense absorption at λ ≈ 400 nm causes a selective (E) (Z) isomerization of the N = N bond of all three isomers. The reverse reaction takes part in the photochemical equilibration, moreover, it is a thermal process with a relatively low activation barrier.

https://doi.org/10.1002/cber.19921250420