Journal ArticleDOI
Study of the mechanism of the para and ortho rearrangements of substituted azoxy compounds
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TLDR
The influence of substituents on the mechanism of the rearrangement of azoxy compounds into para and ortho-hydroxy compounds has been studied in this article, and two types of ortho rearrangements of azcxy compounds have been found: intermolecular, which is the most usual, and intramolecular taking place with the participation of the external medium.Abstract:
1.
The influence of substituents on the mechanism of the rearrangement of azoxy compounds into para-and ortho-hydroxyazo compounds has been studied.
2.
Regardless of the structure of the azoxy compounds, their para-rearrangement always takes place by an intermolecular mechanism.
3.
Two types of ortho-rearrangement of azcxy compounds have been found: intermolecular, which is the most usual, and intramolecular, taking place with the participation of the external medium.
4.
The mechanism of the para-and ortho-rearrangements of azoxy compounds has been discussed.read more
Citations
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Journal ArticleDOI
Photochemical Rearrangement of a 19-Membered Azoxybenzocrown: Products and their Properties
Ewa Wagner-Wysiecka,Paulina Szulc,Elżbieta Luboch,Jarosław Chojnacki,Katarzyna Szwarc-Karabyka,Natalia Łukasik,Miłosz Murawski,Michał Kosno +7 more
TL;DR: Tautomeric equilibrium of the formed hydroxyazobenzocrowns and its change depending on acidity/basicity of the environment and alkali and alkaline earth metal cations complexation were studied using UV-Vis spectrophotometry, spectrofluorimetry and 1 H NMR spectroscopy.
Journal ArticleDOI
Products of Photo- and Thermochemical Rearrangement of 19-Membered di-tert-Butyl-Azoxybenzocrown
Ewa Wagner-Wysiecka,Paulina Szulc,Elżbieta Luboch,Jarosław Chojnacki,Pawel Sowinski,Katarzyna Szwarc-Karabyka +5 more
TL;DR: In this article , the preparation and characterization of products of the photochemical and thermochemical rearrangements of 19-membered azoxybenzocrowns with two, bulky tert-butyl substituents in benzene rings in the para positions to oligooxyethylene fragments (meta positions to azoxy group, i.e., t-Bu-19-Azo-O have been presented).
Journal ArticleDOI
Do Phenyl Substituents Affect the Properties of Azobenzocrown Derivatives?
TL;DR: In this paper , photo-and thermal rearrangements of 19-membered azoxybenzocrown with phenyl substituents in benzene rings in the para positions to oligooxyethylene fragments are characterized.
References
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Journal ArticleDOI
The Wallach Rearrangement. I. The Behavior of 4-Substituted Azoxybenzenes in Strongly Acidic Solution
Chi-Sun. Hahn,H. H. Jaffe +1 more
TL;DR: In this paper, the rearrangement reaction of azoxybenzenes into hydroxyazobenzenes in strongly acidic solution has been studied by an U. V. spectrophotometric method and by isolation of the rearranged compound.