Azobenzene Macrocycles: Synthesis of a Z-Stable Azobenzenophane

作者:Heindl Andreas H; Schweighauser Luca; Logemann Christian; Wegner Hermann A*
来源:Synthesis, 2017, 49(12): 2632-2639.
DOI:10.1055/s-0036-1589006

摘要

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.

  • 出版日期2017-6