2699-12-9Relevant academic research and scientific papers
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.
, p. 6877 - 6883 (2014)
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
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.
Similar nature leads to improved properties: Cyclic organosilicon triperoxides as promising curing agents for liquid polysiloxanes
Deriabin, Konstantin V.,Yaremenko, Ivan A.,Chislov, Mikhail V.,Fleury, Fabrice,Terent'Ev, Alexander O.,Islamova, Regina M.
, p. 15006 - 15013 (2018/09/29)
Cyclic organosilicon triperoxides were found to be vinyl-selective free-radical initiators for thermal curing at 100-180 °C of vinyl-terminated polydimethylsiloxane and trimethylsilyl-terminated polymethylhydrosiloxane producing homogeneous transparent si
Method for preparing macrolide precursor
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Paragraph 0028-0030; 0036; 0039; 0042; 0045, (2019/01/16)
The invention belongs to the technical field of organic synthesis and particularly discloses a method for preparing a macrolide precursor. The method comprises the following steps: (1) mixing cyclohexanone and hydrogen peroxide, further adding a ferric salt catalyst, carrying out a reaction for 1-8 hours at the room temperature, and carrying out column chromatography separation after the reactionis completed so as to obtain a main product 1,1'-dihydroperoxide dicyclohexyl peroxide; (2) condensing the main product with cyclohexanone under catalysis of an organic acid, and after the reaction ends, carrying out separation and purification, thereby obtaining the macrolide precursor 1,2,4,5,7,8-hexaoxa-3,6,9-tricyclohexylidene cyclononane. The cyclohexanone which is low in price and easy to obtain is adopted as a raw material, and the product is prepared through two steps of reactions under catalysis of a ferric salt and a small amount of the organic acid at 20-45 DEG C; the method is simple and convenient in process, high in yield, applicable to popularization and application, and the product prepared by using the method can be applied to fields such as a cigarette fixative agent.
Cyclohexane oxidation: Small organic molecules as catalysts
Zhang, Yicheng,Dai, Weili,Wu, Guangjun,Guan, Naijia,Li, Landong
, p. 279 - 285 (2014/04/03)
The catalytic activity of several small organic molecules including ketones, aldehydes, esters, alcohols and amines toward cyclohexane oxidation was investigated. The catalytic activity was found to be closely related to polarity, α-H activity, the strength of hydrogen bond formed with cyclohexane and the radical scavenging capability of these molecules. Based on the obtained results, the catalytic role of the organic solvent must be considered for cyclohexane oxidation. Tripropylamine has very high activity in cyclohexane oxidation and it might be further developed as a promising small-molecule organocatalyst for future application.
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.
Synthesis of 1,1′-bishydroperoxydi(cycloalkyl) peroxides by homocoupling of 11-15-membered gem-bis(hydroperoxy)cycloalkanes in the presence of boron trifluoride
Terent'ev,Kutkin,Platonov,Starikova,Ogibin,Nikishin
, p. 1214 - 1218 (2007/10/03)
A procedure was developed for the synthesis of 1,1′- bishydroperoxydi(C11-C15-cycloalkyl) peroxides based on homocoupling of geminal 11-15-membered bis(hydroperoxy)cycloalkanes in the presence of BF3·OEt2.
A new method for the synthesis of bishydroperoxides based on a reaction of ketals with hydrogen peroxide catalyzed by boron trifluoride complexes
Terent'ev, Alexander O.,Kutkin, Alexander V.,Platonov, Maxim M.,Ogibin, Yuri N.,Nikishin, Gennady I.
, p. 7359 - 7363 (2007/10/03)
A reaction of cycloalkanone, alkanone and alkyl aryl ketone ketals with H2O2 catalyzed by boron trifluoride etherate and boron trifluoride-methanol complexes was studied. A new versatile method for the synthesis of bishydroperoxides and their derivatives, viz. 1,1′ -dihydroperoxyperoxides and 1,2,4,5-tetraoxacyclohexanes, was developed based on this reaction.
