Article
Chemistry, Physical
I. A. Opeida, R. B. Sheparovych, W. Ya. Suprun
Summary: The catalytic activities of transition metal oxide (TMO) catalysts, such as VOX and MnOX supported on TiO2 and TiO2-SiO2, in the aerobic liquid-phase radical chain oxidation of alkylarenes (RH) with N-hydroxyphthalimide (NHPI) were investigated. The mechanisms of NHPI catalysis and the participation of TMO in the chain initiation stage were discussed. The catalytic activities were compared with the results of molecular hydrogen temperature programmed reduction profiles (H2-TPR), showing correlation between them. The obtained experimental results were explained by calculating the reaction enthalpies for model catalytic centers using a semi-empirical method. Finally, the oxidation process of cumene was presented, identifying the concomitant role of heterogeneous initiation and homogeneous propagation and termination steps in the free-radical mechanism.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Man Wang, Gan Liang, Yunhao Wang, Tao Fan, Baoling Yuan, Mingxian Liu, Ying Yin, Liangchun Li
Summary: Two highly efficient metal-organic framework catalysts have been synthesized through solvothermal reactions, with highly active nitroxyl catalytic sites for efficient oxidation reactions of alcohols and benzyl compounds under mild conditions. The system is environmentally friendly and sustainable with a simple work-up procedure.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Physical
Qiuting Lu, Guojun Shi, Hongyu Zhou, Enxian Yuan, Chong Chen, Lijun Ji
Summary: An efficient transformation from cumene to cumyl hydroperoxide (CHP) was developed in this study, with hexafluoroisopropanol (HFIP) significantly promoting the reaction. By investigating the reaction paths and mechanisms, the researchers revealed the transformation process from cumene to products. This discovery may offer a new approach for the production of cumyl hydroperoxide.
APPLIED CATALYSIS A-GENERAL
(2022)
Article
Chemistry, Physical
W. Ya Suprun, R. B. Sheparovych, Yu M. Hrynda, O. Yu Khavunko, I. A. Opeida
Summary: Heterogeneous catalysts based on single active component and binary components supported on different substrates were prepared and characterized for the oxidation of cumene. The catalytic activities of single metallic systems were observed to decrease in the order V2O5 ≈ MnOx > CuOx, while bimetallic catalysts showed no activity. The study identified the major oxidation product and reaction mechanism, highlighting the roles of heterogeneous and homogeneous reactions in the oxidation process.
MOLECULAR CATALYSIS
(2021)
Article
Chemistry, Organic
Keigo Takamatsu, Miku Kasai, Hinaru Nishizawa, Rio Suzuki, Hiroyuki Konno
Summary: The study discusses the aerobic oxidation of aldehydes to carboxylic acids using N-hydroxyphthalimide derivatives as catalysts, with NHNPI (14) identified as a mild catalyst for the reaction in MeCN under an atmosphere of air. This reaction proceeds through rearrangement of the Creigee intermediate and/or by the treatment of H2O and/or sulfides.
TETRAHEDRON LETTERS
(2021)
Review
Chemistry, Inorganic & Nuclear
Manfredi Caruso, Sergio Navalon, Massimo Cametti, Amarajothi Dhakshinamoorthy, Carlo Punta, Hermenegildo Garcia
Summary: This review summarizes the strategies for supporting or anchoring NHPI on insoluble solids, transforming it into a heterogeneous catalyst system, with advantages such as easy separation and recovery of the catalyst, recyclability, and the possibility of continuous flow reactions.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Engineering, Chemical
Yufei Yang, Jieyi Ma, Junyan Wu, Weixia Zhu, Yadong Zhang
Summary: The aryl-substituted derivatives (Cl and Br) of N-hydroxyphthalimide (NHPI) were synthesized and studied for their catalytic performance in the oxidation of cyclohexylbenzene (CHB). Both experimental and theoretical studies have shown that chloro-substitution on NHPI can significantly enhance its catalytic effects on CHB oxidation.
CHINESE JOURNAL OF CHEMICAL ENGINEERING
(2022)
Article
Chemistry, Multidisciplinary
Srimanta Manna, Wei-Jun Kong, Jan-E Backvall
Summary: This study presents an iron(II)-catalyzed biomimetic oxidation of N-heterocycles under aerobic conditions, inspired by oxidations in the respiratory chain. The method utilizes environmentally friendly and inexpensive catalysts, delivering important heterocycles in good-to-excellent yields with a broad substrate scope.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Applied
Igor B. Krylov, Elena R. Lopat'eva, Irina R. Subbotina, Gennady Nikishin, Bing Yu, Alexander O. Terent'ev
Summary: The study demonstrates a new type of mixed heterogeneous/homogeneous catalysis for selective alkylarene oxidation by utilizing the interaction between NHPI and TiO2, leading to an increase in energy efficiency.
CHINESE JOURNAL OF CATALYSIS
(2021)
Article
Chemistry, Physical
Jinyang Xu, Guojun Shi, Yuxin Liang, Qiuting Lu, Lijun Ji
Summary: Selective oxidation of toluene to benzaldehyde using a combination of homogeneous N-hydroxyphthalimide (NHPI) and cobaltous ions in the presence of hexafloropropan-2-ol was found to be active and selective. The immobilized NHPI catalysts on mesoporous SiO2 showed excellent activity without significant loss after repeated evaluations, indicating promising prospects for further investigation and potential industrial applications.
MOLECULAR CATALYSIS
(2021)
Review
Chemistry, Multidisciplinary
Simon Stenkvist, Sara Bacaicoa, Ellymay Goossens, Henrik Sunden
Summary: The use of oxidative N-heterocyclic carbene (NHC) catalysis has gained significant interest due to the ease of transforming simple starting materials into highly functionalized products. However, the use of stoichiometric amounts of high molecular weight oxidants usually generates equivalent amounts of waste. To address this issue, the use of oxygen as the terminal oxidant in NHC catalysis has been developed. This review covers the development of aerobic oxidative carbene catalysis, including NHC-catalyzed reactions with oxygen, strategies for oxygen activation, and selectivity issues under aerobic conditions.
Article
Chemistry, Organic
Hao Tang, Beibei Zhang, Weidong Chen, Junfei Luo
Summary: An efficient and mild method has been developed for the oxidative dehydrogenation of N-pyridylindolines using N-hydroxyphthalimide and copper co-catalyst, with air as the sole oxidant. This green and cost-effective alternative eliminates the need for excess stoichiometric strong oxidants like 2,3-dichloro-5,6-dicyanobenzoquinone.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Hui Liu, Jing He, Kun Zhu, Dongao Zhu, Linhua Zhu, Wenshuai Zhu, Huaming Li, Wei Jiang
Summary: This study developed a cobalt-doped mesoporous molecular sieve grafted with N,N-dihydroxypyromellitimide catalyst for catalytic oxidative desulfurization in diesel fuels. The integration of organic active components and porous supports enhanced the synergistic catalytic effect, resulting in improved selective oxidation of sulfides to sulfone derivatives.
JOURNAL OF MOLECULAR LIQUIDS
(2023)
Article
Chemistry, Inorganic & Nuclear
Miguel A. Baeza Cinco, Guang Wu, Joshua Telser, Trevor W. Hayton
Summary: The paper investigates the redox activity of a metal-bound N-oxyphthalimide ligand and characterizes its structure and spectroscopic properties.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Caitlyn P. McNichol, Ethan M. DeCicco, Amanda M. Canfield, Daniel P. Carstairs, Shauna M. Paradine
Summary: We present a ligand-enabled, copper-catalyzed aerobic aminooxygenation reaction for internal alkenes. This transformation proceeds via an amidyl radical pathway, different from the previously established aminocupration pathway, through the synergistic combination of a phenanthroline-based ligand and substrate coordination. The switch in reaction mechanism leads to a broadened scope and accessibility to different substrate classes.
Article
Chemistry, Physical
I. A. Opeida, R. B. Sheparovych, Yu. M. Hrynda, O. Yu. Khavunko, M. O. Kompanets, A. N. Shendryk
INTERNATIONAL JOURNAL OF CHEMICAL KINETICS
(2019)
Article
Chemistry, Physical
I. V. Efimova, O. V. Smirnova, I. A. Opeida
RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A
(2019)
Article
Chemistry, Multidisciplinary
I. A. Opeida, R. B. Sheparovych
THEORETICAL AND EXPERIMENTAL CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Olga Kushch, O. Iryna, Hordieieva, Olha O. Zosenko, Alexander N. Shendrik
Article
Chemistry, Multidisciplinary
Iosyp O. Opeida, Olga Kushch, Mykhailo O. Kompanets, Yurii E. Litvinov, Olha O. Zosenko, Alexander N. Shendrik
Article
Chemistry, Organic
Olga Kushch, Iryna Hordieieva, Katerina Novikova, Yurii Litvinov, Mykhailo Kompanets, Alexander Shendrik, Iosip Opeida
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Physical
L. K. Volkova, I. A. Opeida
KINETICS AND CATALYSIS
(2020)
Article
Chemistry, Organic
Olga Kushch, Iryna O. Hordieieva, Mykhailo O. Kompanets, Olha O. Zosenko, Iosip A. Opeida, Alexander N. Shendrik
Summary: A model was proposed to predict the rate constants of hydrogen atom transfer from p-substituted benzyl alcohols to N-oxyl radicals, utilizing multivariate regression analysis to quantify the factors influencing reactivity. The study approximated experimental rate constants with high accuracy using a polyparameter equation based on 35 HAT reactions and identified key parameters affecting the reactions. The experimental determination of rate constants from p-substituted benzyl alcohols to various aryl-substituted phthalimide-N-oxyl radicals under different conditions provided valuable insights into the reactivity of these compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
W. Ya Suprun, R. B. Sheparovych, Yu M. Hrynda, O. Yu Khavunko, I. A. Opeida
Summary: Heterogeneous catalysts based on single active component and binary components supported on different substrates were prepared and characterized for the oxidation of cumene. The catalytic activities of single metallic systems were observed to decrease in the order V2O5 ≈ MnOx > CuOx, while bimetallic catalysts showed no activity. The study identified the major oxidation product and reaction mechanism, highlighting the roles of heterogeneous and homogeneous reactions in the oxidation process.
MOLECULAR CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Iryna O. Hordieieva, Olga V. Kushch, Tetiana O. Hordieieva, Serhii I. Sirobaba, Mykhailo O. Kompanets, Victor M. Anishchenko, Alexander N. Shendrik
Summary: Over the past two decades, the biocatalytic system laccase/TEMPO/O-2 has been a focus of research due to its various applications in organic synthesis, cellulose modification, and degradation of environmental contaminants. This study determined the conditions for a model reaction using Trametes versicolor laccase/TEMPO for the degradation of Indigo Carmine dye, and investigated the inactivation of the enzyme under the influence of a mediator and substrate. The study also evaluated the stability of Trametes versicolor laccase and created a regression model for laccase activity in the presence of TEMPO.
Article
Engineering, Environmental
Olha O. Zosenko, Olga V. Kushch, Mykhailo O. Kompanets, Victor M. Anishchenko, Alexander N. Shendrik
Summary: In this study, the aliphatic oxime HIPD was investigated as a mediator for laccase-catalyzed decolorization and detoxification of synthetic dyes. The results demonstrated the potential and limitations of using HIPD as a mediator for enzymatic decolorization of various types of dyes. The proposed laccase-mediator system showed high efficiency in degrading certain dyes, but had lower efficiency for other dyes. The system also showed the ability to convert dyes into low-toxicity metabolites.
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
(2022)
