Journal article

Authors list: Bellotto, S; Reuter, R; Heinis, C; Wegner, HA

Publication year: 2011

Pages: 9826-9834

Journal: The Journal of Organic Chemistry

Volume number: 76

Issue number: 23

ISSN: 0022-3263

DOI Link: https://doi.org/10.1021/jo201996w

Publisher: American Chemical Society

Abstract: 
Azobenzenes have attracted great interest in recent years because of their ability to change conformation upon irradiation. This property has been featured in several applications not only in organic chemistry but also in biology. Even though monoazobenzenes have been extensively studied and documented in the literature, only a few methods are available for the synthesis of oligo-ortho-azobenzenes. Also, their photochemical properties have not been reported so far. This study shows an efficient strategy for the preparation of oligo-ortho-azobenzenes and the investigation of their photochemical properties. It is demonstrated that the absorption spectra are highly influenced by the substituents. Interestingly, none of the ortho-bis-, tris-, or tetra-azobenzenes showed any E -> Z isomerization. Only the ortho-nitrogen-substituted monoazobenzenes photochromic behavior upon UV irradiation was observed.

Harvard Citation style: Bellotto, S., Reuter, R., Heinis, C. and Wegner, H. (2011) Synthesis and Photochemical Properties of Oligo-ortho-azobenzenes, The Journal of Organic Chemistry, 76(23), pp. 9826-9834. https://doi.org/10.1021/jo201996w

APA Citation style: Bellotto, S., Reuter, R., Heinis, C., & Wegner, H. (2011). Synthesis and Photochemical Properties of Oligo-ortho-azobenzenes. The Journal of Organic Chemistry. 76(23), 9826-9834. https://doi.org/10.1021/jo201996w