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Researcher Information

last modified:2019/04/04

Associate Professor HONDA Mitsunori

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Faculty, Affiliation

Faculty of Chemistry, Institute of Science and Engineering

College and School Educational Field

Division of Environmental Engineering Design, Graduate School of Natural Science and Technology
Division of Electrical Engineering and Computer Science, Graduate School of Natural Science and Technology

Laboratory

Molecular Design Chemistry

Academic Background

【Academic background(Doctoral/Master's Degree)】
Kanazawa University Master Completed
【Academic background(Bachelor's Degree)】
Kanazawa University
【Degree】
Doctor

Career

Kanazawa University Faculty of Engineering
Kanazawa University
Kanazawa University

Year & Month of Birth

Academic Society

The Chemical Society of Japan
The Society of Synthetic Organic Chemistry, Japan
Japanese Society for Engineering Education

Award

Japanese Society for Engineering Education
○Fujisawa Pharmaceutical Co., Ltd. Award in Organic Chemistry, Japan(2002/12/16)

Specialities

Synthetic chemistry、Organic chemistry、Functional solid state chemistry

Speciality Keywords

Organic Synthesis, Organometallic Chemistry, Green Chemistry

Research Themes

The construction of organic compounds having contiguous stereogenic centers

The construction of organic compounds having contiguous stereogenic centers Stereoselective carbon-carbon bond formation is the most important problem. We have been investigated the construction of carbon chain having contiguous stereogenic centers using the reaction of acylsilanes. For example, the usual aldol reaction of acylsilanes proceeds to afford the corresponding 1,3-diol derivatives having three contiguous stereogenic centers via tandem Tishchenko reaction. On the other hand, the Mukaiyama aldol reaction of acylsilanes and the following nucleophilic addition also gave the diol derivatives with high stereoselectivity.

Stereoselective synthesis of organic compounds having alkene moiety

Stereoselective synthesis of organic compounds having alkene moiety Stereoselective olefin synthesis is the most important subject in synthetic organic chemistry. We have been investigated the stereoselective synthesis of homoallyl derivatives using the homoallylic rearrangement of cyclopropylcarbinyl cations having a silyl group on a carbinyl carbon. For example, cyclopropylsilylmethanols having a n-, s-butyl or phenyl group on the carbinyl carbon react to afford the E-homoallyl derivatives selectively. On the other hand, the reaction of cyclopropylsilylmethanols having a tert-butyl group gives Z-isomers exclusively. Furthermore, the following protiodesilylation of the resulting homoallyl derivatives proceeds with retention of configuration.

Synthetic organic chemistry using fluorous compounds

Synthetic organic chemistry using fluorous compounds Fluorous chemistry is one of the most important discipline in green chemistry. We have been investigated that the utilization of silyl groups having perfluoroalkyl group on silicon atom as a fluorous tag in fluorous synthesis. For example, the synthesis of acylsilanes having fluorous groups on silicon atom were accomplished. The desired acylsilanes were easily separated from reaction mixture via liquid-liquid extraction between a common oraganic and a fluorous solvent in the synthesis. Further synthetic application of resulting acylsilanes was investigated now.

Development of newly functional ionic liquids

Synthesis of polyphenols and investigation of its antioxidant behavior

Books

Papers

  •  Synthesis of novel fluorous pyridinium ionic liquids Mitsunori Honda, Kohei Ashizawa, Ko-Ki Kunimoto, and Masahito Segi Heteroatom Chemistry 29 5-6 e21464, 1-11 2018/12
  •  Spectroscopic characterization of thiol adducts formed in the reaction of 4-methylcatechol with DPPH in the presence of N-acetylcysteine Masaki Ichitani, Hisako Okumura, Yugo Nakashima, Hitoshi Kinugasa, Mitsunori Honda, Ko-Ki Kunimoto European Journal of Chemistry 9 4 386-393 2018/12
  •  Synthesis of 1-hydrocarbon substituted cyclopropyl silyl ketones Mitsunori Honda, Sho Sasaki, Tsuyoshi Nishimoto, Hiromoto Koshiro, Ko-Ki Kunimoto, Masahito Segi TETRAHEDRON LETTERS 59 42  3777-3781 2018/10
  •  Aggregation behavior and thiol-thioester exchange for cationic surfactants with propylthioacetate side chain Tsuyoshi Asakawa, Nao Arai, Akina Fujii, Katsunori Takahashi, Kazuki Takakuwa, Mitsunori Honda, Akio Ohta, Hitoshi Asakawa Journal of Oleo Science 67 8 969-976 2018/08
  •  Palladium(II) acetate as catalyst in transvinylation reactions of hydroxycinnamic acid and its dervatives L. O. Kadidae, A. Usami, M. Honda Asian Journal of Chemistry 30 3  589-593 2018/03

show all

  •  Synthesis and utility of 3-silylthiophenes having perfluoroalkyl groups  M. Honda, Y. Taniguchi, T. Hayashi, K.-K. Kunimoto, M. Segi, T. Yamaguchi TETRAHEDRON LETTERS 58 48  4554-4558 2017/11
  •  Synthesis of fluorous pyrrolidinium and piperidinium ionic liquids  M. Honda, T. Iwamoto, T. Ohnogi, K.-K. Kunimoto, M. Segi TETRAHEDRON LETTERS 58 32  3191-3193 2017/08
  •  Stereoselective synthesis of allyl ethers using α,β-unsaturated acylsilanes TETRAHEDRON LETTERS 58  864-869 2017/03
  •  Selective synthesis of caffeoylquinic acids (CQAs) using transesterification of vinyl caffeate L. O. Kadidae, A. Usami, T. Matsui, M. Honda, K.-K. Kunimoto International Journal of Applied Chemistry 12 3 193-207 2016/06
  •  New route for synthesis of 3- and 5-caffeoylquinic acids (CQAs) via protected quinic acids (QAs) L. O. Kadidae, A. Usami, T. Koyama, M. Honda, K.-K. Kunimoto European Journal of Chemistry 6 4 367-373 2015/12
  •  Crystal structure of 4‐ethyl-1,3-oxazolidine‐2‐thione H. Okumura, S. Kitoh, M. Suda, M. Honda, K.-K. Kunimoto European Chemical Bulletin 3 10 1017-1019 2014/10
  •  Crystal structures of racemic and enantiomeric 5‐isopropyl‐5‐methylhydantoin M. Ichitani, S. Kitoh, K. Tanaka, S. Fujinami, M. Suda, M. Honda, K.-K. Kunimoto European Journal of Chemistry 5 1 6-10 2014/03
  •  Stereoselective synthesis of 1,2,3-triol derivatives from α,β-unsaturated acylsilanes Honda, Mitsunori; Nakamura, Takayoshi; Sumigawa, Takumi; Kunimoto, Koki; Segi, Masahito Heteroatom Chemistry 25 6 565-577 2014/01/01 
  •  Synthesis and crystal structure of (S)‐5‐isopropyl‐5‐methyl‐2‐thiohydantoin  M. Ichitani, S. Kitoh, K. Tanaka, S. Fujinami, M. Suda, M. Honda, A. Kuwae, K. Hanai, K.-K. Kunimoto European Journal of Chemistry 4 4 350-352 2013/12
  •  5-Isopropyl-5-methyl-2-sulfanylideneimidazolidin-4-one ACTA CRYSTALLOGRAPHICA SECTION E 69 o953 2013/05
  •  Persimmon tannin gel: Formation by autoxidation and caffeine adsorption properties L. O. Ahmad, L. H. M. Linh, M. Akimoto, Y. Kaneki, M. Honda, M. Suda, K. Kunimoto Food Science and Technology Research 19 4 697-703 2013/08
  •  1-Acetyl-5-(4-fluorophenyl)-2-sulfanyl- ideneimidazolidin-4-one  S. Kitoh, T. Feng, M. Ichitani, S. Fujinami, M. Honda, K. Kunimoto Acta Crystallographica Section E 69 01699 2013/05
  •  Crystal structure of 1-methyl-4-(4-diethylaminophenylazo)pyridinium iodide, C16H21N4+·I S. Kitoh, S. Fujinami, A. Iwase, A. Kuwae, K. Hanai, M. Suda, M. Honda, K. Kunimoto ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES 228 33-34 2013/01
  •  An Efficient Synthesis of Cyclopropyl Silyl Ketones TETRAHEDRON 67 49 9500-9508 2011/12
  •  Reaction of Acylsilanes with α-Sulfinyl Carbanions: Regioselective Synthesis of Silyl Enol Ethers TETRAHEDRON LETTERS 52  3740-3742 2011/06
  •  Synthesis of Selenohydantoins from Isoselenocyanates and α-Amino Acids HETEROCYCLES 82  1709-1717 2011/03
  •  One-pot Synthesis of Selenoureas and Selenocarbamates via Selenation of Isocyanates with Bis(dimethylaluminum) Selenide TETRAHEDRON LETTERS 52  415-417 2011/01
  •  The Reaction of 1-Silylcyclopropyl Anions with Dichloromethyl Methyl Ether: The Efficient Synthesis of Cyclopropyl Silyl Ketones via Cyclopropylidene Derivatives TETRAHEDRON LETTERS 51 9 1294-1297 2010/03
  •  Reaction Behavior of Cyclopropylmethyl Cations Derived 1-Phenylselenocyclopropylmethanols with acids TETRAHEDRON 65 9403-9411 2009/10
  •  A New Polymorph of 2-Thiohydantoin X-ray Structure Analysis Online 25 91-92 2009/09
  •  A New Polymorph of 1-Acetyl-2-thiohydantoin X-ray Structure Analysis Online 25 92-93 2009/09
  •  Acid-catalyzed reaction behavior of 1-phenylselenocyclopropylcarbinols CHEMISTRY LETTERS 37 9  946-947 2008/09
  •  Stereoselective hetero Diels-Alder reaction of selenoaldehydes with pentavalent phosphole chalcogenides TETRAHEDRON LETTERS 48 19  3349-3354 2007/05
  •  An efficient 1,3-dipolar cycloaddition between aromatic selenoaldehydes and nitrile oxides or nitrile imines: an easy access to selenium-containing five-membered heterocyclic ring system TETRAHEDRON LETTERS 48 13  2303-2306 2007/03
  •  Acid-catalyzed reaction behavior of 1-silylcyclopropylcarbinols TETRAHEDRON LETTERS 47 32 5751-5754 2006/07
  •  An efficient synthesis of 5-silyl-2,3-dihydrofurans via acid-catalyzed ring-enlargement of cyclopropyl silyl ketones and their functionalization TETRAHEDRON LETTERS 46 7345-7348 2005/10
  •  Stereoselective construction of 1,3-diol derivatives via nucleophilic reaction to beta-methoxyacylsilanes CHEMISTRY LETTERS 34 1432-1433 2005/10
  •  Stereoselective acid-catalyzed homoallylic rearrangement of cyclopropylsilylmethanols: an efficient route to Z-homoallyl derivatives TETRAHEDRON LETTERS 46 6465-6468 2005/09
  •  Stereoselective Tandem Aldol-Tishchenko Reaction with Acylsilanes 34 466-467 2005/04
  •  Approach to the Problem-Based Learning in the Experiment in Organic Chemistry 53 1 100-104 2005/01
  •  Diastereoselective alkylation and reduction of TETRAHEDRON 59 41 8203-8212 2003/09
  •  Diastereoselective Aldol Condensation of Acylsilane Silyl Enol Ethers with Acetals TETRAHEDRON 58 34 6815-6823 2002/07
  •  Cationic Monomer-Isomerization Polymerization of Oxetanes Having an Ester Substituent, to Give Poly(orthoester) or Polyether MACROMOLECULAR CHEMISTRY AND PHYSICS 203 511-521 2002/02
  •  Ring-enlargement of Cyclopropylacylsilanes with Sulfuric or Triflic Acid. Selective Formation of Cyclobutanones or 2-Silyl-4,5-dihydrofurans. TETRAHEDRON LETTERS 36 1667-1670 1995/05

Conference Presentations

  • Synthesis and Utility of 3-Silylthiophenes Having Perfluoroalkyl Groups(conference:14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14))(2018/11)
  • Novel Synthesis of 1-Substituted Cyclopropyl Silyl Ketones(conference:The 2015 International Chemical Congress of Pacific Basin Societies)(2015/12/15)
  • Synthesis of Novel Ionic Liquids Possessing Perfluoroalkyl Groups(conference:13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13))(2015/11/09)
  • New Route for Synthesis of Caffeoylquinic Acids (CQAs) via Protected Quinic Acids (QAs)(conference:International Conference on Sciences, Engineering and Technology Innovations (2015 ICSETI))(2015/05/21)

Arts and Fieldwork

Patent

Theme to the desired joint research

○Development of novel organic synthesis

Grant-in-Aid for Scientific Research

○「フルオラスケミストリーを指向した新規イオン液体の創製」(2015-2017) 
○「アシルシランシリルエノールエーテルのアルドール反応による連続不斉中心の選択的生成」(1993-) 
○「環境調和型化学反応を目指したアシルシランの合成とその利用に関する研究」(2007-) 
○「金属及びヘテロ元素の反応特性を複合的に活用した効率的分子変換反応の開発」(2002-) 
○「炭素三員環とシリル基の特性を利用した立体選択的合成反応の開発」(2000-) 
○「複数の元素の共同作用を利用する多官能性分子構築法の開発」(1999-) 
○「遷移金属錯体による炭素結合形成を利用する効率的官能基変換反応の開発」(1998-) 
○「有機ジルコニウム化合物およびセレン元素の特性を活用した効率的官能基導入法の開発」(1997-) 
○「シクロプロピルアシルシランとその誘導体のキラル化合物への立体選択的変換」(1996-) 
○「遷移金属触媒によるシクロプロピルシリルアルケン類の開環および環拡大反応」(1995-) 
○「4族遷移金属錯体による炭素結合形成を利用する効率的分子変換反応の開発」(1997-) 
○「シクロプロピルアシルシランの環拡大反応とその合成的利用」(1994-)
○「シクロプロピルアシルシランのハロゲン化ホモアリル誘導体への立体選択的変換」(1993-) 
○「パーフルオロアルキル基の特性を利用する新規ハイブリッド化合物の合成」(2018-2020) 

Classes (Bachelors)

○Fundamental Laboratory Course in Applied Chemistry(2018)
○Safety Engineering(2018)
○Chemical Informatics(2018)
○Problem-Based Learning I(2018)
○Introduction to Information Technology(2018)
○Presentation and Debate (Freshman Seminar II)(2018)
○Literature Survey in Chemistry(2018)
○Research Work in Applied Chemistry(2018)
○Introduction to Region-studies(2018)
○Experiments in Fundamental Chemistry(2018)
○Experiments in Fundamental Chemistry(2018)
○Experiments in Fundamental Chemistry(2018)
○Introduction to Region-studies(2017)
○Literature Survey in Chemistry(2017)
○Presentation and Debate (Freshman Seminar II)(2017)
○Problem-Based Learning I(2017)
○Chemical Informatics(2017)
○Safety Engineering(2017)
○Fundamental Laboratory Course in Applied Chemistry(2017)
○Experiments in Fundamental Chemistry(2017)
○Experiments in Fundamental Chemistry(2017)
○Experiments in Fundamental Chemistry(2017)
○Fundamental Chemistry 2(2017)
○Introduction to Information Technology(2017)
○Introduction to Information Technology(2016)
○Introduction to Engineering(2016)
○Introduction to Region-studies(2016)
○Experiments in Fundamental Chemistry(2016)
○Experiments in Fundamental Chemistry(2016)
○Safety Engineering(2016)
○Chemical Informatics(2016)
○Fundamental Laboratory Course in Applied Chemistry(2016)
○Research Work in Applied Chemistry(2016)
○Literature Survey in Chemistry(2016)
○Presentation and Debate (Freshman Seminar II)(2016)
○Problem-Based Learning I(2016)

Classes (Graduate Schools)

○Research Work(2018)
○Practical Exercise of Applied Chemistry(2018)
○Technical English for Applied Chemistry(2018)
○Presentation(2018)
○Organic Reaction Mechanism(2018)
○Bio-Organic Chemistry(2018)
○Asymmetric Organic Reactions(2018)
○Introduction of Material Program(2018)
○Practical Exercise of Applied Chemistry(2017)
○Research Work(2017)
○Technical English for Applied Chemistry(2017)
○Presentation(2017)
○Organic Reaction Mechanism(2017)
○Bio-Organic Chemistry(2017)
○Asymmetric Organic Reactions(2017)
○Introduction of Material Program(2017)
○Presentation(2016)
○Introduction of Material Program(2016)
○Bio-Organic Chemistry(2016)
○Asymmetric Organic Reactions(2016)
○Research Work(2016)
○Practical Exercise of Applied Chemistry(2016)
○Technical English for Applied Chemistry(2016)
○Organic Reaction Mechanism(2016)

International Project

International Students

Lecture themes

Others (Social Activities)

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