51008-02-7Relevant academic research and scientific papers
Flow Chemistry under Extreme Conditions: Synthesis of Macrocycles with Musklike Olfactoric Properties
Seemann, Alexandra,Panten, Johannes,Kirschning, Andreas
, p. 13924 - 13933 (2021/05/29)
Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.
Six Peroxide Groups in One Molecule - Synthesis of Nine-Membered Bicyclic Silyl Peroxides
Arzumanyan, Ashot V.,Terent'ev, Alexander O.,Novikov, Roman A.,Lakhtin, Valentin G.,Chernyshev, Vladimir V.,Fitch, Andrew N.,Nikishin, Gennady I.
supporting information, p. 6877 - 6883 (2016/02/19)
Comounds containing two nine-membered peroxide rings bridged by an ethane, ethene, or ethyne group were synthesized by the reactions of 1,2-bis[dichloro(alkyl)silyl]ethanes, (E)-1,2-bis[dichloro(methyl)silyl]ethene, or 1,2-bis[dichloro(methyl)silyl]ethyne
Reaction of enol ethers with the I2-H2O2 system: Synthesis of 2-iodo-1-methoxy hydroperoxides and their deperoxidation and demethoxylation to 2-iodo ketones
Terent'ev, Alexander O.,Borisov, Alexander M.,Platonov, Maxim M.,Starikova, Zoya A.,Chernyshev, Vladimir V.,Nikishin, Gennady I.
experimental part, p. 4159 - 4166 (2011/03/18)
The reaction of enol ethers with the I2-H2O 2 system in diethyl ether affords 2-iodo ketones and the previously unknown 2-iodo-1-methoxy hydroperoxides. In the presence of the I 2-H2O2 system, the latter compounds undergo deperoxidation and demethoxylation to form 2-iodo ketones. The reaction conditions were found for the synthesis of 2-iodo ketones from enol ethers in 67-94% yields. Georg Thieme Verlag Stuttgart - New York.
Synthesis of cyclic peroxides containing the Si-gem-bisperoxide fragment. 1,2,4,5,7,8-hexaoxa-3-silonanes as a new class of peroxides
Terent'ev, Alexander O.,Platonov, Maxim M.,Tursina, Anna I.,Chernyshev, Vladimir V.,Nikishin, Gennady I.
, p. 3169 - 3174 (2008/09/19)
(Chemical Equation Presented) A method was developed for the synthesis of the previously unknown class of organic peroxides, 1,2,4,5,7,8-hexaoxa-3- silonanes, based on the reaction of dialkyldichlorosilanes with 1,1′-dihydroperoxyperoxides. 1,2,4,5,7,8-Hexaoxa-3-silonanes are rather stable under ambient conditions and were characterized by NMR spectroscopy, X-ray diffraction, and elemental analysis. Their yields are in a range of 59-96%. The attempts were made to prepare 1,2,4,5-tetraoxa-3-silinanes by the reaction of dialkyldichlorosilanes with gem-bishydroperoxides. 1,2,4,5-Tetraoxa-3-silinanes were detected by NMR spectroscopy; these compounds rapidly decompose upon isolation.
New preparation of 1,2,4,5,7,8-hexaoxonanes
Terent'ev, Alexander O.,Platonov, Maxim M.,Sonneveld, Eduard J.,Peschar, Rene,Chernyshev, Vladimir V.,Starikova, Zoya A.,Nikishin, Gennady I.
, p. 7237 - 7243 (2008/02/12)
(Chemical Equation Presented) A new versatile procedure was developed for the synthesis of 1,2,4,5,7,8-hexaoxonanes based on the Lewis acid catalyzed reaction of acetals with 1,1′-dihydroperoxydicycloalkyl peroxides. The procedure substantially extends the structural diversity of these compounds and, in most cases, allows the synthesis of these compounds in higher yields (to 96%) and with higher selectivity. Complexation of hexaoxonane with chloroform was documented for the first time. The structures of several triperoxides were established by X-ray diffraction.
