The 100th Annual Meeting of The Chemical Society of Japan

Date: March 22nd - 25th, 2020

Venue: Noda Campus, Tokyo University of Science, Chiba, Japan

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Room B8

Lecture Hall Bldg. K209


[Physical Organic Chemistry Reaction Mechanism]


Sunday, March 22, PM

Chair: OKAZAKI, Takao (13:00-13:50)

* 12:50-13:00: interval for laptop PC connection.(1B8-25, 1B8-26, 1B8-27, 1B8-28)

1B8-25
Investigation of the Reaction Mechanisms for Photochemical Indole Ring Formation from 2-Ethynylaniline Derivatives (Fac. of Sci., Okayama Univ. of Sci.) º WAKAMATSU, Kan; FUJIWARA, Tomonari; YAMAMOTO, Koshi; YAMADA, Haruo

1B8-26
Characterization of photo-bleaching reaction of organic pigment nano-particles by singlet oxygen (Grad. Sch. Eng., Nagaoka Univ. of Tech.) º OTSUKA, Naoshi; TAKAHASHI, Yukiko

1B8-27
Photochemical Oxygenation of Alkanes to the Corresponding Diols with Chlorine Dioxide (IACS, Osaka Univ.; OTRI, Osaka Univ.) º OHKUBO, Kei

1B8-28*
Aromatic Electrophilic Substitution in the Photosolvolysis of 2-Benzyloxy-3-methoxynaphthalene (Fac. Sci., Niigata Univ.) º USUI, Satoshi; OHKURA, Ayaka; KINUGAWA, Chihiro; FUJITA, Haruka; MURAOHASHI, Takahiro


Chair: KITAGAWA, Toshikazu (14:00-15:00)

* 13:50-14:00: interval for laptop PC connection.(1B8-31)

1B8-31 CSJ Award for Creative Works#
Genesis of the Carbon-Carbon π-Single Bond (Grad. Sch. Sci., Hiroshima Univ.) º ABE, Manabu


Chair: OHGA, Yasushi (15:10-15:50)

* 15:00-15:10: interval for laptop PC connection.(1B8-38, 1B8-39, 1B8-40)

1B8-38
Theoretical study on the selectivity of the 1,3-dipolar cycloaddition inside carbon nanotubes. (KIT) º FUKUURA, Shuta; YUMURA, Takashi

1B8-39
Synthesis of Benzotruxenes by Acid-Catalyzed Aldol Cyclocondensation in Ionic Liquid (Grad. Sch. Eng., Mie Univ.) º OKAZAKI, Takao; BANNO, Satoshi; KITAGAWA, Toshikazu

1B8-40*
Steric and viscosity effect on the reactivity of singlet-2,2-dialkoxy-1,3-diyls (Fac. Sci., Hiroshima Univ.) º AKISAKA, Rikuo; ABE, Manabu


Chair: ITOH, Shuhei (16:00-16:50)

* 15:50-16:00: interval for laptop PC connection.(1B8-43, 1B8-44, 1B8-45, 1B8-46)

1B8-43
Dynamic effect on ene-reaction of nitriles (Itsuu Lab.) º KUROUCHI, Hiroaki

1B8-44
Origin of stereoselectivity in a mechanochemical reaction of diphenylfulvene and maleimide (FIFC, Kyoto Univ.; Grad. Sch. Eng., Kyoto Univ.; Université de Toulouse, IMT Mines Albi; ESICB, Kyoto Univ.) º INA, Wakana; GONNET, Lori; HARUTA, Naoki; SATO, Tohru; BARON, Michel

1B8-45
Efficacy of metal ions and bases for amide hydrolysis in aqueous solution: A comparative DFT study (Grad. Sch. Chem. Sci. and Eng., Hokkaido Univ.) º OKADA, Hiroaki; ICHINO, Tomoya; KUBOTA, Koji; ITO, Hajime; MAEDA, Satoshi

1B8-46*
Substituent effects on gas-phase stabilities of 1-phenylcyclopentane-1,3-diyliums (Sci. Res. Ctr., Hosei Univ.; Sci. Res. Ctr., Hosei Univ.) º NAKATA, Kazuhide; FUJIO, Mizue


[Organic Chemistry -Reaction and Synthesis- High-Throughput Synthesis]


Monday, March 23, AM

Chair: NAGAKI, Aiichiro (10:10-11:10)

* 10:00-10:10: interval for laptop PC connection.(2B8-08, 2B8-09, 2B8-10, 2B8-11, 2B8-12, 2B8-13)

2B8-08
Invention of Fine Bubble Generator and Application to Organic Synthesis (Grad. Sch. Integrated Sci. and Tech., Shizuoka Univ.) º MATSUO, Keiya; ODAJIMA, Hiromichi; SATO, Kohei; NARUMI, Tetsuo; MASE, Nobuyuki

2B8-09
Fine-Bubble Mediated Hydrogenation Reaction of Heterocyclic Compounds (Grad. Sch. Integrated Sci. and Tech., Shizuoka Univ.) º SUZUKI, Soma; TADANO, Genta; SATO, Kohei; NARUMI, Tetsuo; MASE, Nobuyuki

2B8-10
Multiple Factors Optimization of Flow Reaction Conditions Using Machine Learning (Grad. Sch. Integrated Sci. and Tech., Shizuoka Univ.) º KON, Takuya; SATO, Kohei; NARUMI, Tetsuo; TAKEDA, Kazuhiro; MASE, Nobuyuki

2B8-11
Development of Environmentally Friendly Aromatic Alkylation Reactions with Alcohols as Substrates under Continuous-Flow Conditions (IRC3, AIST) º MASUDA, Koichiro; ONOZAWA, Shun-ya; KOMURA, Nagatoshi; SATO, Kazuhiko; KOBAYASHI, Shu

2B8-12
Selective Hydrogenation of Nitroarenes under Continuous-Flow Conditions (Kumiai Chemical Industry Co., Ltd.; IRC3, AIST) º MATSUO, Hiroki; MASUDA, Koichiro; ONOZAWA, Shun-ya; UMEZU, Kazuto; SATO, Kazuhiko; KOBAYASHI, Shu

2B8-13
Development of an efficient synthetic method of isoindolinones by means of microwave irradiation (Tokuyama Corp.) º SHIOZAWA, Motoki; SEKI, Masahiko


Chair: TANAKA, Hiroshi (11:20-12:20)

* 11:10-11:20: interval for laptop PC connection.(2B8-15, 2B8-16, 2B8-17, 2B8-18, 2B8-19, 2B8-20)

2B8-15
Rapid and Mild One-Flow Synthesis of β-Amino Acid N-Carboxy Anhydrides (Lab. Chem. Life Sci., Tokyo Tech.) º SUGISAWA, Naoto; OTAKE, Yuma; NAKAMURA, Hiroyuki; FUSE, Shinichiro

2B8-16
Flow Acetalization Using Sulfonic Acid Functionalized Silica (Fac. Sci., Osaka Pref. Univ.) º HIRANO, Toshiaki; FUKUYAMA, Takahide

2B8-17
Development of Heterogeneous Rhodium Catalysts Using Core/Shell Type Supports and Application to Asymmetric Arylation Reactions (Fac. Sci., The Univ. of Tokyo) KUREMOTO, Tatsuya; º SADATSUNE, Ren; YASUKAWA, Tomohiro; KOBAYASHI, Shu

2B8-18
Development of heterogeneous chiral rhodium catalysts using core/shell type supports and application to packed-bed flow reactors (Grad. Sch. Sci., The Univ. of Tokyo) º KUREMOTO, Tatsuya; SADATSUNE, Ren; YASUKAWA, Tomohiro; KOBAYASHI, Shu

2B8-19
Dehydrative Amination of Phenols Using Integrated Continuous-flow Reactors (IRC3, AIST) º ICHITSUKA, Tomohiro; TAKAHASHI, Ikko; KOUMURA, Nagatoshi; SATO, Kazuhiko; KOBAYASHI, Shu

2B8-20#
Development of Continuous-flow Synthesis for Amide Fungicides Using Heterogeneous Catalysts (IRC3, AIST; Grad. Sch. Sci., The Univ. of Tokyo) ICHITSUKA, Tomohiro; º YU, Zhibo; KOUMURA, Nagatoshi; SATO, Kazuhiko; KOBAYASHI, Shu


Tuesday, March 24, AM

Chair: OKAJIMA, Hajime (10:10-11:10)

* 10:00-10:10: interval for laptop PC connection.(3B8-08, 3B8-09, 3B8-11, 3B8-12, 3B8-13)

3B8-08#
Continuous-flow Synthesis of 3-Aryl-3H-benzofuran-2-ones (Grad. Sch. Sci., The Univ. of Tokyo) º XIN, Hailong; RAO, Xiaofeng; ISHITANI, Haruro; KOBAYASHI, Shu

3B8-09*#
Sequential- and continuous-flow synthesis of a chiral diene utilizing highly selective and effective flow hydrogenation reaction (Grad. Sch. Sci., The Univ. of Tokyo) º ISHITANI, Harurou; MILLER, Samuel Jacob; KOBAYASHI, Shu

3B8-11#
Immobilization of Chiral Secondary Amine Catalysts and Its Application in Continuous-Flow Reactions (Grad. Sch. Sci., The Univ. of Tokyo) º YUE, Caizhen; YAMASHITA, Yasuhiro; KOBAYASHI, Shu

3B8-12
Increasing Efficiency of Radical Reduction Reactions Using Flow Microreactors (Grad. Sch. Eng., Kyoto Univ.) º JIANG, Yiyuan; NAGAKI, Aiichiro

3B8-13
Precise Control of Schotten-Baumann Reaction Using Flow Microreactor (Grad. Sch. Eng., Kyoto Univ.) º JIANG, Yiyuan; TAKUMI, Masahiro; HASHIMOTO, Goro; FURUSAWA, Mai; NAGAKI, Aiichiro


Chair: FUSE, Shinichiro (11:20-12:20)

* 11:10-11:20: interval for laptop PC connection.(3B8-15, 3B8-16, 3B8-17, 3B8-19)

3B8-15
Synthesis of Nitrogen-contaning Biaryls Based on Space Integration of Lithiation, Borylation and Suzuki-Miyaura Coupling (Grad. Sch. Eng., Kyoto Univ.) º MAEKAWA, Kei; TAKAHASHI, Yusuke; ASHIKARI, Yosuke; TAKUMI, Masahiro; SHIMIZU, Yutaka; JIANG, Yiyuan; HIGUMA, Ryousuke; ISHIKAWA, Susumu; SAKAUE, Hodaka; SHITE, Ibuki; AIZAWA, Yoko; YAMASHITA, Hiroki; YONEKURA, Yuya; COLELLA, Marco; LUISI, Renzo; TAKEGAWA, Toshihiro; FUJITA, Chiemi; NAGAKI, Aiichiro

3B8-16
Generation and Reaction of Fluorine-Substituted Methyllithium Using Flow Microreactor (Grad. Sch. Eng., Kyoto Univ.) º HIGUMA, Ryosuke; TAKAHASHI, Yusuke; NAGAKI, Aiichiro; COLELLA, Marco; TOTTA, Arianna; LUISI, Renzo

3B8-17*
Random Copolymerization of Alkyl Methacrylates by Flow Sequential Addition System (Grad. Sch. Eng., Kyoto Univ.) º TAKAHASHI, Yusuke; SHITE, Ibuki; NAGAKI, Aiichiro

3B8-19*#
In situ quantitative observation of flow microreaction by Raman microspectroscopy (Coll. Sci. Eng., Aoyama Gakuin Univ.) º OKAJIMA, Hajime; SAKAMOTO, Akira


Tuesday, March 24, PM

Chair: MASE, Nobuyuki (13:30-14:30)

* 13:20-13:30: interval for laptop PC connection.(3B8-28, 3B8-29, 3B8-30, 3B8-31, 3B8-32, 3B8-33)

3B8-28#
Large-Scale Production of meta-Phenolsulfonic Acid-Formaldehyde Resin Catalyst for Continuous Flow Esterification of Various Carboxylic Acids and Alcohols (RIKEN) º BAEK, Heeyoel; HU, Hao; OTA, Hajime; SHINOHARA, Kenta; MASE, Toshiaki; UOZUMI, Yasuhiro; YAMADA, Yoichi M. A.

3B8-29
Anionic Polymerization of Bromostyrenes using Flow Microreactor (Grad. Sch. Eng., Kyoto Univ.) º ISHIKAWA, Susumu; ASHIKARI, Yosuke; TAKAHASHI, Yusuke; AIZAWA, Yoko; NAGAKI, Aiichiro

3B8-30
Construction and Development of In-line Analysis Methods Using Soft Sensors (Sch. Eng., Kyoto Univ.) º SHITE, Ibuki; TAKAHASHI, Yusuke; TSUCHIHASHI, Yuta; TONOMURA, Osamu; NAGAKI, Aiichiro

3B8-31#
Development of N-doped Carbon Incarcerated Copper Nanoparticle Catalysts for Aerobic Oxidation of Aliphatic Alcohols and Its Application to Continuous-flow Systems (Grad. Sch. Sci., The Univ. of Tokyo) º TOBITA, Fumiya; YASUKAWA, Tomohiro; KOBAYASHI, Shu

3B8-32
Development of N-Doped Carbon Incarcerated Cobalt/Copper Nanoparticle Catalysts for Aerobic Oxidation of Aromatic Alcohols in continuous flow systems (Fac. Sci., The Univ. of Tokyo) º KUME, Sanshiro; YASUKAWA, Tomohiro; KOBAYASHI, Shu

3B8-33#
Development of Heterogeneous Acidic Nanoparticle Catalysts for Fridel-Crafts Acylations (Grad. Sch. Sci., The Univ. of Tokyo) º YANG, Xi; YASUKAWA, Tomohiro; KOBAYASHI, Shu


Wednesday, March 25, AM

Chair: ARAI, Takayoshi (10:10-11:10)

* 10:00-10:10: interval for laptop PC connection.(4B8-08, 4B8-10, 4B8-12, 4B8-13)

4B8-08*#
Development of a continuous-flow deuteration method of aromatic compounds (Gifu Pharm. Univ.) º KWIHWAN, Park; NAOYA, Ito; YOSHINARI, Sawama; TSUYOSHI, Yamada; HIRONAO, Sajiki

4B8-10*#
Continuous-Flow Asymmetric Hydrogenation of Enamides Enabled by Heterogeneous Rh Catalysts (Grad. Sch. Sci., The Univ. of Tokyo) º SAITO, Yuki; KOBAYASHI, Shu

4B8-12
Multistep continuous-flow synthesis of optically active Tamsulosin (Grad. Sch. Sci., The Univ. of Tokyo) º NISHIZAWA, Ken; SAITO, Yuki; LAROCHE, Benjamin; KOBAYASHI, Shu

4B8-13
Continuous-flow Reductive Amination with Nitriles Using Hydrogen as a Reductant with Heterogeneous Catalysts (Grad. Sch. Sci., The Univ. of Tokyo) º SAITO, Yuki; DOEHLICH, Dennis; NISHIZAWA, Ken; KOBAYASHI, Shu


Chair: FUKUYAMA, Takahide (11:20-12:20)

* 11:10-11:20: interval for laptop PC connection.(4B8-15, 4B8-17, 4B8-19, 4B8-20)

4B8-15*#
Generation and Reactions of Aryllithiums via Highly-Coordinated Anionic Intermediates Using Flow Microreactors (Grad. Sch. Eng., Kyoto Univ.; NIT, Suzuka College) º ASHIKARI, Yosuke; ICHINARI, Daisuke; MANDAI, Kyoko; AIZAWA, Yoko; YOSHIDA, Jun-ichi; NAGAKI, Aiichiro

4B8-17*#
Development of Ni-Immobilized Mesoporous Silica Catalysts for Continuous-flow Enantioselective 1,4-Addition Reactions (Grad. Sch. Sci., The Univ. of Tokyo) º KANAI, Kan; ISHITANI, Harurou; KOBAYASHI, Shu

4B8-19
Mukaiyama Aldol Reactions in Aqueous Media under Continuous-flow Conditions with Heterogeneous Sc Catalysts (Grad. Sch. Sci., The Univ. of Tokyo) KOBAYASHI, Shu; º ONISHI, Ryo; SAITO, Yuki; KITANOSONO, Taku

4B8-20
Development of Polymer-Immobilized Visible Light Photocatalysts and Application for Continuous-Flow Reactions (Grad. Sch. Sci., The Univ. of Tokyo) º OKUMURA, Arisa; YAMASHITA, Yasuhiro; KOBAYASHI, Shu


Wednesday, March 25, PM

Chair: UENO, Masaharu (13:30-14:30)

* 13:20-13:30: interval for laptop PC connection.(4B8-28, 4B8-29, 4B8-31, 4B8-32, 4B8-33)

4B8-28
Construction of Microdroplet Formation Method of Organic Solvent for Application to Chemical Synthesis (Sch. Fundamental Sci. Eng., Waseda Univ.) º TOU, Seika; HATTORI, Shohei; NOZAKI, Yoshito; YOON, Dong Hyun; TANAKA, Daiki; FUJITA, Hiroyuki; AKITSU, Takashiro; SEKIGUCHI, Tetsushi; SHOJI, Shuichi

4B8-29*
Sequential- and continuous-flow synthesis of donepezil utilizing catalytic aromatic-ring hydrogenation (Grad. Sch. Sci., The Univ. of Tokyo) º FURIYA, Yuichi; ISHITANI, Haruro; KOBAYASHI, Shu

4B8-31
Continuous-Flow Henry Reactions using Ammonium Hydroxide Resins as Solid Base Catalysts (Grad. Sch. Sci., The Univ. of Tokyo) º HARIMOTO, Yu; YAMAMOTO-RAYNBIRD, Marina; KANAI, Kan; ISHITANI, Haruro; KOBAYASHI, Shu

4B8-32#
Effects of spacer-introduced ammonium resin catalysts on continuous-flow aldol reactions (Grad. Sch. Sci., The Univ. of Tokyo) ISHITANI, Haruro; º YIN, Han; KANAI, Kan; KOBAYASHI, Shu

4B8-33
Development of a Rapid Enantioselective Evaluation Method Using 18O-Labeled Organic Compounds (Grad. Sch. Eng., Kyoto Univ.) º MANDAI, Kyoko; TSUCHIHASHI, Yuta; ASHIKARI, Yosuke; YOSHIDA, Jun-ichi; NAGAKI, Aiichiro


Chair: TANAKA, Hiroshi (14:40-15:30)

* 14:30-14:40: interval for laptop PC connection.(4B8-35, 4B8-36, 4B8-37, 4B8-38, 4B8-39)

4B8-35
Selective Generation of Alkoxycarbenium Ions by Brønsted Acid Using Flow Microreactors (Grad. Sch. Eng., Kyoto Univ.) º SHIMIZU, Yutaka; YAMASHITA, Hiroki; TAKUMI, Masahiro; NAGAKI, Aiichiro

4B8-36
Rapid Generation of Short-Lived Carbocations Using an Electrochemical Flow Reactor and Their Synthetic Applications (Grad. Sch. Eng., Kyoto Univ.) º TAKUMI, Masahiro; SAKAUE, Hodaka; YOSHIDA, Jun-ichi; NAGAKI, Aiichiro

4B8-37#
Development of N-Doped Carbon Incarcerated Palladium Nanoparticle Catalysts for Selective Hydrogenation of Nitrolefins to Oximes (Grad. Sch. Sci., The Univ. of Tokyo) º YASUKAWA, Tomohiro; KOBAYASHI, Shu

4B8-38
Development of Heterogeneous Rh Nanoparticle Catalysts for Continuous Synthesis of Optically Active Amino Acids (Grad. Sch. Sci., The Univ. of Tokyo) º MASUDA, Ryusuke; YASUKAWA, Tomohiro; KOBAYASHI, Shu

4B8-39#
Development of Immobilized Palladium Nanoparticle-catalyzed Carbonylative Suzuki-Miyaura Coupling Reactions (Grad. Sch. Sci., The Univ. of Tokyo) º ZHU, Zhiyuan; YASUKAWA, Tomohiro; KOBAYASHI, Shu

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