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Synthesis 2017; 49(12): 2632-2639
DOI: 10.1055/s-0036-1589006
DOI: 10.1055/s-0036-1589006
feature
Azobenzene Macrocycles: Synthesis of a Z-Stable Azobenzenophane
Weitere Informationen
Publikationsverlauf
Received: 06. März 2017
Accepted after revision: 27. März 2017
Publikationsdatum:
03. Mai 2017 (online)
Abstract
Azobenzenes have attracted increasing attention in the past years due to their application as molecular switches. In this report, we present a macrocyclic bisazobenzene that exists as the stable Z-isomer. The synthetic efforts as well as the successful strategy are discussed. Final ring closure under continuous irradiation gave the (Z,Z)-bisazobenzenophane. This Z-azobenzene does not show any isomerization under either heating or prolonged irradiation. The thermal stability of the Z-form has also been supported by computations. The prepared bisazobenzenophane represents one of the few azobenzenes in which the Z-isomer is more stable than the E-isomer.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1589006.
- Supporting Information
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