Journalartikel

Starazo triple switches - synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes


AutorenlisteHeindl, AH; Wegner, HA

Jahr der Veröffentlichung2020

Seiten22-31

ZeitschriftBeilstein Journal of Organic Chemistry

Bandnummer16

ISSN1860-5397

Open Access StatusGold

DOI Linkhttps://doi.org/10.3762/bjoc.16.4

VerlagBeilstein-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.



Zitierstile

Harvard-ZitierstilHeindl, 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-ZitierstilHeindl, 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



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