Journal article

Authors list: Heindl, AH; Wegner, HA

Publication year: 2020

Pages: 22-31

Journal: Beilstein Journal of Organic Chemistry

Volume number: 16

ISSN: 1860-5397

Open access status: Gold

DOI Link: https://doi.org/10.3762/bjoc.16.4

Publisher: Beilstein-Institut

Abstract: 
Multistate switches allow to drastically increase the information storage capacity and complexity of smart materials. In this context, unsymmetrical 1,3,5-tris(arylazo)benzenes - 'starazos' - which merge three photoswitches on one benzene ring, were successfully prepared. Two different synthetic strategies, one based on Baeyer-Mills reactions and the other based on Pd-catalyzed coupling reactions of arylhydrazides and aryl halides, followed by oxidation, were investigated. The Pd-catalyzed route efficiently led to the target compounds, unsymmetrical tris(arylazo)benzenes. These triple switches were preliminarily characterized in terms of their isomerization behavior using UV-vis and H-1 NMR spectroscopy. The efficient synthesis of this new class of unsymmetrical tris(arylazo)benzenes opened new avenues to novel multistate switching materials.

Harvard Citation style: Heindl, A. and Wegner, H. (2020) Starazo triple switches - synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes, Beilstein Journal of Organic Chemistry, 16, pp. 22-31. https://doi.org/10.3762/bjoc.16.4

APA Citation style: Heindl, A., & Wegner, H. (2020). Starazo triple switches - synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes. Beilstein Journal of Organic Chemistry. 16, 22-31. https://doi.org/10.3762/bjoc.16.4