Innovative Oxidation Team

Oxidation reaction is the most important reaction that dominates over 30% of all chemical processes. However, oxidation typically creates environmentally damaging waste products. An oxidation process, widely applicable from basic chemicals to fine chemicals, is required to use an environmentally benign oxidant.
Our team aims to develop environmentally benign chemical processes by optimizing catalyst for oxidants, such as hydrogen peroxide, which had not been used for industrial production because of low oxidative capability.

Team Leader, Dr. Yoshihiro Kon

Theme

  • Three-Component Catalyst System
  • Sustainable Oxidation Process Using Hydrogen Peroxide
  • Fluorination and related research

Three-Component Catalyst System

Three-Component Catalyst System, the composition of different working three catalysts (the metal complex, the phase transfer catalyst, additional catalyst), enables new efficient selective oxidation using hydrogen peroxide.

Sustainable Oxidation Process Using Hydrogen Peroxide

We have developed various hydrogen peroxide-oxidations by optimizing catalyst system for the substrate. And these oxidations are used as industrial processes.

Fluorination and related research

We have investigated vapor phase fluorination, related synthetic methods, and production of fluoro-chemicals, such as refrigerants and cleaning solvents.

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Members

Position Name Email(*)
Team Leader Yoshihiro Kon y-kon
Principal Research Manager Masanori Tamura m-tamura
Chief Senior Researcher Heng-Dao Quan hengdao-quan
Researcher Shinji Tanaka shinji-tanaka
Researcher Akira Yada a-yada
Researcher Dachao Hong hong-d
AIST Postdoctoral Researcher Yoichi Namamura nakamura-yoichi

*Please add “@aist.go.jp” after each local part.

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Results

●Publication List

1) Copper-Catalyzed Selective Oxygenation of Methyl and Benzyl Substituents in Pyridine with O2
T. Abe, S. Tanaka, A. Ogawa, M. Tamura, K. Sato, S. Itoh, Chem. Lett. Accepted.

2) Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butenen from hexachlorobutadiene
Chengping Zhang, Xiaoqing Jia, Heng-dao Quan, J. Fluorine Chem. 191,77-83(2016).

3) Investigation on Cl-F exchange mechanism occurring at C(sp2) and C (sp3) orbitals of halogenated cyclopentene
Chengping Zhang, Feiyao Qing, Heng-dao Quan, Akira Sekiya, J. Fluorine Chem. 191 , 84-89(2016).

4) Mixed-picolinate and -Quinaldinate Iron(III) Complexes for Catalytic Oxidation of Alcohols with Hydrogen Peroxide
S. Tanaka, Y. Kon, A. Ogawa, Y. Uesaka, M. Tamura, K. Sato, ChemCatChem, 2016, 8, 2930-2938.

5) Cerium Complex-Catalyzed Oxidation of Arylmethanols under Atmospheric Pressure of Dioxygen and Its Mechanism through a Side-On m-Peroxo Dicerium(IV) Complex
M. Paul, S. Shirase, Y. Morimoto, L. Mathey, M. Balasubramanian, S. Tanaka, S. Ito, H. Tsurugi, K. Mashima, Chem. Eur. J., 22, 4008-4014 (2016). (Front Cover)

6) Iron-catalyzed Selective Oxidation of α,β-Unsaturated Aldehydes to α,β-Unsaturated Carboxylic Acids by Molecular Oxygen
S. Tanaka, Y. Kon, Y. Uesaka, R. Morioka, M. Tamura, K. Sato, Chem. Lett., 45, 188-190 (2016). (Editor’s Choice)

7) Isomerization of Halogenated Cyclopentene over a NH4F Catalyst
H-d. Quan, C-p. Zhang, R-z. Hu, F-y. Qing, ChemCatChem., 8, 1474-1478(2016).

8) Synthesis of 2,3,3,3-tetrafluoropropene via vapor-phase catalytic fluorination in presence of Cr-based catalys,
R-z. Hu, C-p. Zhang, D-p. Liu, H-d,Quan, J. Fluorine Chem., 185, 187-190(2016).

9) Therotical and experimental studies for preparing 1,1-dibromo-1,2,2,2-tetrafluoroethane on gas-phase bromination of 1,1,1,2-tetrafluoroethane,
R-z. Hu, C-p. Zhang, F-y. Qing, H-d. Quan, J. Fluorine Chem. 185, 91-95(2016).

10) Salt-Free Reduction of Nonprecious Transition-Metal Compounds : Generation of Amorphous Ni Nanoparticles for Catalytic C-C Bond Formation
T. Yurino, Y. Ueda, Y. Shimizu, S. Tanaka, H. Nishiyama, H. Tsurugi, K. Sato, K. Mashima, Angew. Chem. Int. Ed., 54, 14437-14441 (2015).

11) Kinetics of gas-phase reactions of cyc-CF2CF2CF2CHFCH2andtrans-cyc-CF2CF2CF2CHFCHF with OH radicals between 253 and328 K
N. Zhang, L. Chen, T. Uchimaru, F-y. Qing, J. Mizukado, H-d. Quan, H. Suda, Chemical Physics Letter, 639, 199-204(2015)

12) Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent
C-p. Zhang, F-y. Qing, H-d.,Quan, A. Sekiya, J. Fluorine Chem., 181, 11-16(2015).

13) Study on the synthesis of toluene-2.4-diisocyanate via amine and carbonyl fluoride
N. Zhang, H-d. Quan, X-m. Zhou, A. Sekiya, J. Fluorine Chem. 178, 208-213(2015).

14) Syntheses of isocyanates via amines and carbonyl fluoride
Heng-dao Quan, Ni Zhang, Xiaomeng Zhou, Hua Qian, Akira Sekiya, J. Fluorine Chem. 176, 26-30(2015).

15) Rate constants for the gas-phase reactions of (Z)-CF3CH=CHF and €-CF3CH=CHF with OH radicals at 253-328K
N. Zhang, L. Chen, J. Mizukado, H-d. Quan, H. Suda, Chemical Physical Letters 621, 78-84(2015).

16) Telomerization of vinylchloride with chloroform initiated by ferrous chloride-dimethylacetamide under ultrasonic conditions
H. Qian, H-d. Quan, Advances in chemistry, Volume 2015, Article ID 637653, 4 Pages (2015).

17) Chemoselective Hydrogen Peroxide Oxidation of Allylic and Benzylic Alcohols under Mild Reaction Conditions Catalyzed by Simple Iron-picolinate Complexes
S. Tanaka, Y. Kon, T. Nakashima, K. Sato, RSC Adv., 4, 37674-37678 (2014).

18) Selective Hydrogen Peroxide Oxidation of Sulfide to Sulfoxides or Sulfones with MWW-type Titanosilicate Zeolite Catalyst under Organic Solvent-free Conditions
Y. Kon, T. Yokoi, M. Yoshioka, S. Tanaka, Y. Uesaka, T. Mochizuki, K. Sato, T. Tatsumi, Tetrahedron, 70, 7584-7592 (2014).

19) Chemoselective Palladium-Catalyzed Oxidation of Vinyl Ether to Acetate Using Hydrogen Peroxide
Y. Kon, S. Tanaka, T. Nakashima, K. Sato, H. Shimada, J. Chin. Chem. Soc. (Special Issue for Green & Sustainable Chemistry), 61, 749-756 (2014).

20) Practical Iron-Catalyzed Hydrogen Peroxide Epoxidation of Aromatic Olefins using as Combination of Two Kinds of Simple Picolinate Ligands under Halide-Free Reaction Conditions
T. Chishiro, Y. Kon, T. Nakashima, M. Goto, K. Sato, Adv. Synth. Catal., 356, 623-627 (2014).

21) Selective oxidation of bulky sulfides to sulfoxides over titanosilicates having an MWW structure in the presence of H2O2 under organicsolvent-free conditions
Y. Kon, T. Yokoi, M. Yoshioka, Y. Uesaka, H. Kujira, K. Sato, T. Tatsumi, Tetrahedron Lett., 54, 4918-4921 (2013).

22) Pt-Catalyzed Oxidative Rearrangement of Cyclic Tertiary Allylic Alcohol to Enones Using Aqueous Hydrogen Peroxide
T. Nagamine, Y. Kon, K. Sato, Chem. Lett., 41, 744-746 (2012).

23) Development of Oxidation Systems Using Hydrogen Peroxide for Synthesis of Fine Chemicals
Y. Kon, T. Chishiro, H. Uchida, K. Sato, H. Shimada, Journal of the Japan Petroleum Institute, 55, 277-286 (2012).

24) Unique Salt Effect on Highly Selective Syntheses of Acid-Labile Terpene and Styrene Oxides with Tungsten-H2O2 Catalytic System under Acidic Aqueous Conditions
H. Hachiya, Y. Kon, Y. Ono, K. Takumi, N. Sasagawa, Y. Ezaki, K. Sato, Synthesis, 44, 1672-1678 (2012).

25) Synthesis of microporous fluorinated chromia with a sharp pore distribution.
X-q. Jia, H-d. Quan, M. Tamura, A. Sekiya, RSC Adv., 2012, 2(16), 6695-6700(2012).
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26) Unique Salt Effect on the High Yield Synthesis of Acid-Labile Terpene Oxides Using Hydrogen Peroxide under Acidic Aqueous Conditions
H. Hachiya, Y. Kon, Y. Ono, K. Takumi, N. Sasagawa, Y. Ezaki, K. Sato, Synlett, 2819-2822 (2011).

27) An Effective Synthesis of Acid-Sensitive Epoxides via Oxidation of Terpenes and Styrenes using Hydrogen Peroxide under Organic Solvent-free Conditions
Y. Kon, H. Hachiya, Y. Ono, T. Matsumoto, K. Sato, Synthesis, 1092-1098 (2011).

28) Palladium-catalyzed oxidation of vinyl ether to acetate with hydrogen peroxide
Y. Kon, T. Chishiro, D. Imao, T. Nakashima, T. Nagamine, H. Hachiya, K. Sato, Tetrahedron Lett., 52, 6739-6742 (2011).

29) Preparation of cis-1,1,1,4,4,4-hexafluorobut-2-ene by cis-selective semi-hydrogenation of perfluoro-2-butyne
X-q. Jia, X-m. Zhou, H-d. Quan, M.Tamura, A.Sekiya, J. Fluorine Chem., 132, 1188-1193 (2011).

 

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