Author
Alexander V. Kutkin
Bio: Alexander V. Kutkin is an academic researcher from Russian Academy of Sciences. The author has contributed to research in topics: Boron trifluoride & Enol. The author has an hindex of 7, co-authored 9 publications receiving 178 citations.
Topics: Boron trifluoride, Enol, Geminal, Boron, Catalysis
Papers
More filters
••
TL;DR: In this article, a new versatile method for the synthesis of bishydroperoxides and their derivatives, viz. 1,1′-dihydropperoxyperoxide and 1,2,4,5-tetraoxacyclohexanes, was developed based on this reaction.
66 citations
••
TL;DR: In this article, a new procedure was developed for the synthesis of geminal bisperoxides by reaction of ketals and enol ethers with tert-butyl hydroperoxide catalyzed by protic or Lewis acids.
Abstract: A new efficient procedure was developed for the synthesis of geminal bisperoxides by reaction of ketals and enol ethers with tert-butyl hydroperoxide catalyzed by protic or Lewis acids.
33 citations
••
TL;DR: In this paper, a new oxidation process was found where α,ω-dicarboxylic acid esters and ω-hydroxycarboxyl acid ester were formed on heating gem-bishydroperoxides in alcohol in the presence of BF3·Et2O.
Abstract: A new oxidation process has been found where α,ω-dicarboxylic acid esters and ω-hydroxycarboxylic acid esters are formed on heating gem-bishydroperoxides in alcohol in the presence of BF3·Et2O. By addition of H2O2 to this reaction α,ω-dicarboxylic acid esters are formed almost selectively.
25 citations
••
TL;DR: Aliphatic and alicyclic gem-bis-hydroperoxides and their derivatives, bis(1-hydric peroxides), dispiro-and tetraalkyl-1,2,4,5-tetroxanes were synthesized by the reaction of aliphatic alicycic acetals and enol ethers with H2O2 in the presence of BF3 in anhydrous Et2O.
Abstract: Aliphatic and alicyclic gem-bis-hydroperoxides and their derivatives, bis(1-hydroperoxycycloalkyl) and bis(1-hydroperoxyalkyl) peroxides, dispiro- and tetraalkyl-1,2,4,5-tetroxanes were synthesized by the reaction of aliphatic and alicyclic acetals and enol ethers with H2O2 in the presence of BF3 in anhydrous Et2O.
21 citations
••
TL;DR: In this article, a procedure for the synthesis of 1,2,4,5-tetraoxanes based on the reaction of gem-bishydroperoxycycloalkanes with ketals and acetals catalyzed by boron trifluoride etherate was developed.
Abstract: A convenient procedure was developed for the synthesis of 1,2,4,5-tetraoxanes based on the reaction of gem-bishydroperoxycycloalkanes with ketals and acetals catalyzed by boron trifluoride etherate, which makes it possible to prepare the target products in yields from 13 to 93%.
14 citations
Cited by
More filters
••
TL;DR: In this paper, the performance of oxygen and hydrogen peroxide as preferred oxidants for the selective oxidation of cyclohexene and n-hexane to adipic acid is summarized.
238 citations
•
TL;DR: In this article, the performance of oxygen and hydrogen peroxide as preferred oxidants for the selective oxidation of cyclohexene and n-hexane to adipic acid is summarized.
Abstract: Research efforts to find more sustainable pathways for the synthesis of adipic acid have led to the introduction of new catalytic processes for producing this commodity chemical from alternative resources. With a focus on the performance of oxygen and hydrogen peroxide as preferred oxidants, this minireview summarizes recent advances made in the selective oxidation of cyclohexene, cyclohexane, cyclohexanone and n-hexane to adipic acid. Special attention is paid to the exploration of catalytic pathways involving lignocellulosic biomass-derived chemicals such as 5-hydroxymethylfurfural, D-glucose, γ-valerolactone and compounds representative of lignin and lignin-derived bio-oils.
199 citations
••
TL;DR: This review is the first to collate and summarize main data on named and unnamed rearrangement reactions of peroxides.
Abstract: This review is the first to collate and summarize main data on named and unnamed rearrangement reactions of peroxides. It should be noted, that in the chemistry of peroxides two types of processes are considered under the term rearrangements. These are conventional rearrangements occurring with the retention of the molecular weight and transformations of one of the peroxide moieties after O-O-bond cleavage. Detailed information about the Baeyer-Villiger, Criegee, Hock, Kornblum-DeLaMare, Dakin, Elbs, Schenck, Smith, Wieland, and Story reactions is given. Unnamed rearrangements of organic peroxides and related processes are also analyzed. The rearrangements and related processes of important natural and synthetic peroxides are discussed separately.
136 citations
••
TL;DR: Ketones were directly converted to their corresponding gem-dihydroperoxides using a "green" oxidant and a simple catalyst under neutral conditions in acetonitrile.
125 citations
••
TL;DR: In this article, triflic acid-functionalized silica-coated magnetic nanoparticles [γ-Fe2O3@SiO2-TfOH] were readily prepared and identified as an effictive catalyst for the transformation of aldehydes or ketones into their corresponding gem-dihydroperoxides with 30% aqueous hydrogen peroxide.
Abstract: Triflic acid-functionalized silica-coated magnetic nanoparticles [γ-Fe2O3@SiO2-TfOH] were readily prepared and identified as an effictive catalyst for the transformation of aldehydes or ketones into their corresponding gem-dihydroperoxides with 30% aqueous hydrogen peroxide. The catalyst was easily separated by magnetic decantation and the recovered catalyst was reused for seven cycles without significant loss of catalytic activity.
116 citations