4485-08-9Relevant articles and documents
Ene reaction of singlet oxygen, triazolinedione, and nitrosoarene with chiral deuterium-labeled allylic alcohols: The interdependence of diastereoselectivity and regioselectivity discloses mechanistic insights into the hydroxy-group directivity
Adam, Waldemar,Bottke, Nils,Krebs, Oliver,Lykakis, Ioannis,Orfanopoulos, Michael,Stratakis, Manolis
, p. 14403 - 14409 (2002)
The ene reaction of singlet oxygen (1O2), triazolinedione (TAD), and nitrosoarene, specifically 4-nitronitrosobenzene (ArNO), with the tetrasubstituted 1,3-allylically strained, chiral allylic alcohol 3,4- dimethylpent-3-en-2-ol (2)
Active ester functionalized azobenzenes as versatile building blocks
Schultzke, Sven,Staubitz, Anne,Walther, Melanie
supporting information, (2021/07/12)
Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science.
Photochromic Evaluation of 3(5)-Arylazo-1 H-pyrazoles
Rustler, Karin,Nitschke, Philipp,Zahnbrecher, Sophie,Zach, Julia,Crespi, Stefano,K?nig, Burkhard
, p. 4079 - 4088 (2020/04/09)
The desire to photocontrol molecular properties ranging from materials to pharmacology using light as an external trigger with high spatiotemporal resolution led to the development of a broad range of photochromic scaffolds. Among them, azobenzenes are synthetically well accessible and show excellent fatigue resistance. Their photochromic properties vary with the substitution pattern and for different heteroarenes. However, the photochromism of 3(5)-substituted-1H-pryazoles has not yet been investigated, although this compound class offers interesting possibilities of metal ion coordination and hydrogen bond formation via its NH moiety. Herein, we present the results of an experimental and computational investigation of arylazo-3(5)-arylazo-1H-pyrazoles. To elucidate their properties, solvent and substitution effects on their light absorption, thermal half-lives, photostationary states, fatigue, and quantum yields were determined.