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Search for "azopyrazoles" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.

Substituent effects in N-acetylated phenylazopyrazole photoswitches

  • Radek Tovtik,
  • Dennis Marzin,
  • Pia Weigel,
  • Stefano Crespi and
  • Nadja A. Simeth

Beilstein J. Org. Chem. 2025, 21, 830–838, doi:10.3762/bjoc.21.66

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  • discovered that simple acylation of the pyrazole moiety leads to increased quantum yields of isomerization, long Z-isomer life-times, good spectral separation, and high photostability. Keywords: azobenzenes; azopyrazoles; photochromism; photoswitches; substituent effects; Introduction Organic photoswitches
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Published 25 Apr 2025

A combinatorial approach to improving the performance of azoarene photoswitches

  • Joaquin Calbo,
  • Aditya R. Thawani,
  • Rosina S. L. Gibson,
  • Andrew J. P. White and
  • Matthew J. Fuchter

Beilstein J. Org. Chem. 2019, 15, 2753–2764, doi:10.3762/bjoc.15.266

Graphical Abstract
  • measurements of representative examples, we demonstrate that ortho-benzene substitution of the arylazopyrazoles drastically increases the Z-isomer stability and allows further tuning of their addressability. This includes the discovery of new azopyrazoles with a Z-isomer thermal half-life of ≈46 years. Such
  • -life (t1/2 = 74 days at 25 °C). The photochemical addressability of the azopyrazoles can further be complemented by other stimuli, for example chemical switching using acid [19]. Given their excellent performance, arylazopyrazoles are replacing azobenzenes in optically addressable applications
  • including imaging applications [20], photopharmacology [21], supramolecular chemistry [22][23], responsive foams [24], coordination chemistry [25] and DNA nanotechnology [26][27]. Whilst the azopyrazoles have excellent properties for use in a variety of photo-addressable applications, it remains frustrating
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Published 14 Nov 2019
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