Grant-in-Aid for Scientific Research on Innovative AreasPrecise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions

Noritaka Mizuno » Japanese

Affiliation Department of Applied Chemistry, School of Engineering, The University of Tokyo
Position Professor
Contact Email
Speciality catalyst chemistry
Keyword polyoxometalate, supported catalyst, oxidation, molecular oxygen
Institute The Chemical Society of Japan, Catalysis Society of Japan, The Japan Petroleum Institute, American Chemical Society

Abstract

◆Research Topics:
Development of High Performance Molecular Catalysts for Extremely Difficult Selective Oxidation Reactions

Achievement

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Original papers

  • "CeO<sub>2</sub>-Supported Pd(II)-on-Au Nanoparticle Catalyst for Aerobic Selective α,β-Desaturation of Carbonyl Compounds Applicable to Cyclohexanones"
    Takei, D.; Yatabe, T.; Jin, X.; Yabe, T.; Mizuno, N.; Yamaguchi, K.
    ACS Catal., 2020, 10, 5057-5063
  • "Synthesis of unsymmetrically substituted triarylamines via acceptorless dehydrogenative aromatization using a Pd/C and p-toluenesulfonic acid hybrid relay catalyst"
    Takayama, S.; Yatabe, T.; Koizumi, Y.; Jin, X.; Nozaki, K.; Mizuno, N.; Yamaguchi, K.
    Chem. Sci., 2020, 11, 4074–4084
  • "Selective Synthesis of Primary Anilines from NH3 and Cyclohexanones by Utilizing Preferential Adsorption of Styrene on the Pd Nanoparticle Surface"
    Koizumi, Y.; Jin, X.; Yatabe, T.; Miyazaki, R.; Hasegawa, J.; Nozaki, K.; Mizuno, M.; Yamaguchi, K.
    Angew. Chem. Int. Ed., 2019, 58, 10893-10897
  • "Methyl‐Selective α‐Oxygenation of Tertiary Amines to Formamides by Employing Copper/Moderately Hindered Nitroxyl Radical (DMN‐AZADO or 1‐Me‐AZADO)"
    Nakai, S.; Yatabe, T.; Suzuki, K.; Sasano, Y.; Iwabuchi, Y.; Hasegawa, J.; Mizuno, N.; Yamaguchi, K.
    Angew. Chem. Int. Ed., 2019, 58, 16651-16659
  • "CuCl/TMEDA/nor-AZADO-catalyzed aerobic oxidative acylation of amides with alcohols to produce imides"
    Kataoka, K.; Wachi, K.; *Jin, X.; Suzuki, K.; Sasano, Y.; Iwabuchi, Y.; Hasegawa, J.; Mizuno N.; *Yamaguchi, K.
    Chem. Sci., 2018, 9, 4756-4768
  • "Selective Dehydrogenative Mono- or Diborylation of Styrenes by Supported Copper Catalysts "
    Yoshii, D.; *Jin, X.; Mizuno, N.; *Yamaguchi, K.
    ACS Catal., 2019, 9, 3011-3016
  • "Heterogeneously Palladium-catalyzed Acceptorless Dehydrogenative Aromatization of Cyclic Amines"
    Oyama, T.; Yatabe, T.; Jin, X.; Mizuno, N.; *Yamaguchi, K.
    Chem. Lett., 2019, 48, 517-520
  • "Transition-Metal-Free Catalytic Formal Hydroacylation of Terminal Alkynes"
    Yatabe, T.; Mizuno, N.; *Yamaguchi, K.
    ACS Catal., 2018, 8, 11564-11569
  • "CuCl/TMEDA/nor-AZADO-catalyzed aerobic oxidative acylation of amides with alcohols to produce imides"
    Kataoka, K.; Wachi, K., *Jin, X.; Suzuki, K.; Sasano, Y.; Iwabuchi, Y.; Hasegawa, J.; Mizuno, N.; *Yamaguchi, K.
    Chem. Sci., 2018, 9, 4756-4768
  • "Unusual Olefinic C-H Functionalization of Simple Chalcones Toward Aurones Enabled by the Rational Design of a Function-Integrated Heterogeneous Catalyst"
    Yatabe, T.; Jin, X.; Mizuno, N.; *Yamaguchi, K.
    ACS Catal., 2018, 8, 4969-4978
  • "Aerobic Oxygenation of Alkylarenes over Ultrafine Transition-Metal-Containing Manganese-Based Oxides"
    Nakai, S.; Uematsu, T.; Ogasawara, Y.; Suzuki, K.; *Yamaguchi, K.; *Mizuno, N.
    ChemCatChem, 2018, 10, 1096-1106
  • "Selective Synthesis of Primary Anilines from Cyclohexanone Oximes by the Concerted Catalysis of a Mg-Al Layered Double Hydroxide Supported Pd Catalyst"
    Jin, X.; Koizumi, Y.; Yamaguchi, K.; Nozaki, K.; Mizuno, N.
    J. Am. Chem. Soc., 2017, 139, 13821-13829
  • "Formal arylation of NH3 to produce diphenylamines over supported Pd catalysts"
    Koizumi, Y.; Taniguchi, K.; Jin, X.; Yamaguchi, K.; Nozaki, K.; Mizuno, N.
    Chem. Commun., 2017, 53, 10827-10830
  • "Platinum-supporting hollandite-type vanadium-chromium mixed oxides as efficient heterogeneous catalysts for deoxygenation of sulfoxides under atmospheric H2 pressure"
    Uematsu, T.; Ogasawara, Y.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    Catal. Sci. Technol., 2017, 7, 1912-1920
  • "Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold–palladium bimetallic nanoparticles"
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Nozaki,K.; Mizuno, N.
    Chem. Sci., 2017, 8, 2131-2142
  • "Ni–Mg–Al layered triple hydroxide-supported Pd catalyst for heterogeneous acceptorless dehydrogenative aromatization"
    Jin, X.; Taniguchi, K.; Yamaguchi, K.; Nozaki, K.; Mizuno, N.
    Chem. Commun., 2017, 53, 5267–5270.
  • "Gold nanoparticles on OMS-2 for heterogeneously catalyzed aerobic oxidative α, β-dehydrogenation of b-heteroatom-substituted ketones"
    Yoshii, D.; Jin, X.; Yatabe, T.; Hasegawa, J.; Yamaguchi, K.; Mizuno, N.
    Chem. Comm., 2016, 52, 14314-14317
  • "A Ni-Mg-Al layered triple hydroxide-supported Pd catalyst for heterogeneous acceptorless dehydrogenative aromatization"
    Jin, X.; Taniguchi, K.; Yamaguchi, K.; Nozaki, K.; Mizuno, N.
    Chem. Commun., 2017, 53, 5267 - 5270
  • "“Release and catch” catalysis by tungstate species for the oxidative cleavage of olefins"
    Yoshimura, Y.; Ogasawara, Y.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    Catal. Sci. Technol., 2017, 7, 1662-1670
  • "Phosphovanadomolybdic acid catalyzed direct C–H trifluoromethylation of (hetero)arenes using NaSO2CF3 as the CF3 source and O2 as the terminal oxidant"
    Li, C.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    New J. Chem., 2017, 41, 1417-1420
  • "Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold–palladium bimetallic nanoparticles"
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Nozaki, K.; Mizuno, N.
    Chem. Sci., 2017, 8, 2131-2142
  • "Gold nanoparticles on OMS-2 for heterogeneously catalyzed aerobic oxidative α,β-dehydrogenation of β-heteroatom-substituted ketones"
    Yoshii, D.; Jin, X.; Yatabe, T.; Hasegawa, J.; Yamaguchi, K.; Mizuno, N.
    Chem. Commun., 2016, 52, 14314-14317
  • "Au-Pd alloy nanoparticles supported on layered double hydroxide for heterogeneously catalyzed aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones to phenols"
    Jin, X.; Taniguchi, K.; Yamaguchi, K.; Mizuno, N.
    Chem. Sci., 2016, 7 , 5371-5383
  • "Supported Gold Nanoparticles for Efficient α-Oxygenation of Secondary and Tertiary Amines into Amides"
    Jin, X.; Kataoka, K.; Yatabe, T.; Yamaguchi, K.; Mizuno, N.
    Angew. Chem. Int. Ed., 2016, 55, 7212-7217
  • "Phosphovanadomolybdic acids catalyzed desulfurization-oxygenation of secondary and tertiary thioamides into amides using molecular oxygen as the terminal oxidant"
    Xu, N.; Jin, X.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    New. J. Chem., 2016, 40 , 4865-4869
  • "Rational Low-Temperature Synthesis of Ultrasmall Nanocrystalline Manganese Binary Oxide Catalysts under Controlled Metal Cation Hydration in Organic Media"
    Miyamoto, Y.; Kuroda, Y.; Uematsu, T.; Oshikawa, H.; Shibata, N.; Ikuhara, Y.; Suzuki, K.; Hibino, M. ; Yamaguchi, K.; Mizuno, N.
    ChemNanoMat, 2016, 2, 297-306
  • "Facile access to N-substituted anilines via dehydrogenative aromatization catalysis over supported gold-palladium bimetallic nanoparticles"
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Mizuno, N.
    Catal. Sci. Technol., 2016, 6, 3929-3937
  • "Synthesis and oxidation catalysis of a Ti-substituted phosphotungstate, and identification of the active oxygen species"
    Takahashi, E.; Kamata, K.; Kikukawa, Y.; Sato, S.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    Catal. Sci. Technol., 2015, 5, 4778-4789
  • "Synthesis of N-Acylsulfenamides through Aerobic Cross Dehydrogenative Coupling of Thiols and Amides by Supported Copper Hydroxide Catalyst"
    Sakagami, K.; Jin, X.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    Chem. Lett., 2016, 45, 173-175
  • "Molybdenum-doped α-MnO2 as an efficient reusable heterogeneous catalyst for aerobic sulfide oxygenation"
    Uematsu, T.; Miyamoto, Y.; Ogasawara, Y.; Suzuki, K.; Yamaguchi, K.; Mizuno, N.
    Catal. Sci. Technol., 2016, 6, 222-233
  • "Synthesis of ultrasmall Li-Mn spinel oxides exhibiting unusual ion exchange, electrochemical, and catalytic properties"
    Miyamoto, Y.; Kuroda, Y.; Uematsu, T.; Oshikawa, H.; Shibata, N.; Ikuhara, Y.; Suzuki, K.; Hibino, M.; Yamaguchi, K.; Mizuno, N.
    Sci. Rep., 2015, 5, 15011
  • "Supported gold-palladium alloy nanoparticles catalyzed tandem oxidation routes to N-substituted anilines from non-aromatic compounds"
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Mizuno, N.
    Chem. Commun., 2015, 51, 14969-14972
  • "Gold Nanoparticles Supported on a Layered Double Hydroxide as Efficient Catalysts for the One-Pot Synthesis of Flavones"
    Yatabe, T.; Jin, X.; Yamaguchi, K.; Mizuno, N.
    Angew. Chem. Int. Ed., 2015, 54, 13302-13306

Conference

  • 第4回精密制御反応場国際シンポジウム
    "Hybrid relay catalysis using Pd/C and p-toluenesulfonic acid for synthesizing unsymmetrically substituted triarylamines via acceptorless dehydrogenative aromatization", Poster Presentation
    Takayama, S.; Koizumi, Y.; Yatabe, T.; Mizuno, N.; Yamaguchi, K.
    12/3/2019~12/5/2019, Nara, Japan
  • The 8th Asia Pacific Congress on Catalysis
    "GREEN AMIDE PRODUCTION THROUGH CATALYTIC FORMAL OXYGENATION OF AMINES", Oral Presentation
    Yamaguchi, K.; Yatabe1, T.; Jin, X.; Mizuno, N.
    8/4/2019~8/7/2019, Bangkok, Thailand
  • 17th Korea-Japan Symposium on Catalysis
    "Dehydrogenative Mono- or Diborylation of Styrenes by Supported Copper Catalysts", Oral Presentation
    Yoshii, D.; Jin, X.; Mizuno, N.; Yamaguchi, K.
    5/20/2019~5/22/2019, Jeju, South Korea
  • 17th Korea-Japan Symposium on Catalysis
    "Dehydrogenative Aromatization to Produce Arylamines over Supported Palladium Catalysts", Oral Presentation
    Yamaguchi, K.; Koizumi, Y.; Jin, X.; Mizuno, N.
    5/20/2019~5/22/2019, Jeju, South Korea

Award

  • 「紫綬褒章」
    受賞者:水野哲孝
    贈呈元:内閣府
    受賞日:11/3/2016

Media

  • Chem. Sci., カバーピクチャ
    「Synthesis of unsymmetrically substituted triarylamines via acceptorless dehydrogenative aromatization using a Pd/C and p-toluenesulfonic acid hybrid relay catalyst」
    Takayama, S.; Yatabe, T.; Koizumi, Y.; Jin, X.; Nozaki, K.; Mizuno, N.; Yamaguchi, K. , 4/2020
    PDF File
  • J. Am. Chem. Soc., カバーピクチャ
    「Selective Synthesis of Primary Anilines from Cyclohexanone Oximes by the Concerted Catalysis of a Mg-Al Layered Double Hydroxide Supported Pd Catalyst」
    Jin, X.; Koizumi, Y.; Yamaguchi, K.; Nozaki, K.; Mizuno, N. , 10/4/2017
    PDF File
  • Chem. Commun., カバーピクチャ
    「A Ni-Mg-Al layered triple hydroxide-supported Pd catalyst for heterogeneous acceptorless dehydrogenative aromatization」
    Jin, X.; Taniguchi, K.; Yamaguchi, K.; Nozaki, K.; Mizuno, N., 5/2017
    PDF File
  • Catal. Sci. Technol., カバーピクチャ
    「“Release and catch” catalysis by tungstate species for the oxidative cleavage of olefins」
    Yoshimura, Y.; Ogasawara, Y.; Suzuki, K.; Yamaguchi, K.; Mizuno, N., 4/2017
    PDF File
  • Synfacts, 雑誌記事
    「Gold-Catalyzed Aerobic Oxidative α,β-Dehydrogenation of Ketones」
    Yoshii, D.; Jin. X.; Yatabe, T.; Hasegawa, J.; Yamaguchi, K.; Mizuno, N., 3/2017
    PDF File
  • Synfacts, 雑誌記事
    「Au-Pd alloy nanoparticles supported on layered double hydroxide for heterogeneously catalyzed aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones to phenols」
    Jin, X., Taniguchi, K.; Yamaguchi, K.; Mizuno, N., 10/23/2016
    PDF File
  • Synfacts, 雑誌記事
    「Supported Gold Nanoparticles for Efficient α-Oxygenation of Secondary and Tertiary Amines into Amides」
    Jin, X.; Kataoka, K.; Yatabe, T.; Yamaguchi, K.; Mizuno, N., 9/6/2016
    PDF File
  • Synfacts, 雑誌記事
    「Synthesis of N-Acylsulfenamides through Aerobic Cross Dehydrogenative Coupling of Thiols and Amides by Supported Copper Hydroxide Catalyst」
    Sakagami, K.; Jin, X.; Suzuki, K.; Yamaguchi, K.; Mizuno, N., 6/23/2016
  • New J. Chem., カバーピクチャ
    「Phosphovanadomolybdic acids catalyzed desulfurization-oxygenation of secondary and tertiary thioamides into amides using molecular oxygen as the terminal oxidant」
    Xu, N.; Jin, X.; Suzuki, K.; Yamaguchi, K.; Mizuno, N., 5/2016
    PDF File
  • ChemNanoMat, カバーピクチャ
    「Rational Low-Temperature Synthesis of Ultrasmall Nanocrystalline Manganese Binary Oxide Catalysts under Controlled Metal Cation Hydration in Organic Media」
    Miyamoto, Y.; Kuroda, Y.; Uematsu, T.; Oshikawa, H.; Shibata, N.; Ikuhara, Y.; Suzuki, K.; Hibino, M.; Yamaguchi, K.; Mizuno, N., 3/29/2016
    PDF File
  • Synfacts, 雑誌記事
    「Gold Nanoparticles Supported on a Layered Double Hydroxide as Efficient Catalysts for the One-Pot Synthesis of Flavones」
    Yatabe, T.; Jin, X.; Yamaguchi, K.; Mizuno, N., 1/27/2016
    PDF File
  • Synfacts, 雑誌記事
    「Supported gold-palladium alloy nanoparticles catalyzed tandem oxidation routes to N-substituted anilines from non-aromatic compounds」
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Mizuno, N. , 1/13/2016
    PDF File
  • Chem. Commun., カバーピクチャ
    「Supported gold-palladium alloy nanoparticles catalyzed tandem oxidation routes to N-substituted anilines from non-aromatic compounds」
    Taniguchi, K.; Jin, X.; Yamaguchi, K.; Mizuno, N., 8/19/2015
    PDF File