Journal article

Authors list: Heindl, AH; Schweighauser, L; Logemann, C; Wegner, HA

Publication year: 2017

Pages: 2632-2639

Journal: Synthesis: Journal of Synthetic Organic Chemistry

Volume number: 49

Issue number: 12

ISSN: 0039-7881

DOI Link: https://doi.org/10.1055/s-0036-1589006

Publisher: Thieme Publishing / Georg Thieme Verlag

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.

Harvard Citation style: Heindl, A., Schweighauser, L., Logemann, C. and Wegner, H. (2017) Azobenzene Macrocycles: Synthesis of a Z-Stable Azobenzenophane, Synthesis: Journal of Synthetic Organic Chemistry, 49(12), pp. 2632-2639. https://doi.org/10.1055/s-0036-1589006

APA Citation style: Heindl, A., Schweighauser, L., Logemann, C., & Wegner, H. (2017). Azobenzene Macrocycles: Synthesis of a Z-Stable Azobenzenophane. Synthesis: Journal of Synthetic Organic Chemistry. 49(12), 2632-2639. https://doi.org/10.1055/s-0036-1589006