Organization
Faculty of Chemistry, Materials and Bioengineering Professor
Title
Professor
Contact information
External link
UMEDA,Rui
Degree
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博士（工学）
Research Interests
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有機機能性材料
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共役π電子系;多環式芳香族化合物;有機機能性材料
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多環式芳香族化合物
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共役π電子系
Research Areas
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Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry
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Nanotechnology/Materials / Synthetic organic chemistry
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Nanotechnology/Materials / Organic functional materials
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Life Science / Bioorganic chemistry
Education
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Osaka University Graduate School, Division of Engineering Science
2006
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Osaka University Graduate School, Division of Engineering Science
2003
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Osaka University Faculty of Engineering Science
- 2001
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Kurume National College of Technology
- 1999
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Osaka University Graduate School, Division of Engineering Science
2006
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Osaka University Graduate School, Division of Engineering Science
2003
Professional Memberships
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有機合成化学協会
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日本化学会
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近畿化学協会
Papers
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Rui Umeda, Shigeru Morishita, Hiroyasu Sato, Yutaka Nishiyama
Asian Journal of Organic Chemistry 14 ( 5 ) e202500064 2025.3
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Approach to extended polycyclic aromatic hydrocarbons by benzannulation and intramolecular cyclization; improvement of the reaction conditions by microwave irradiation Reviewed
Rui Umeda, Raiki Nishikawa, Taketo Matsui, Kotaro Takase
Tetrahedron 168 134332 2024.12
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Rhenium-catalyzed Disproportionation of Allylic Alcohols and Selective Reduction of Allylic Alcohol with Secondary Alcohol Reviewed
Y. Nishiyama, T. Yamamoto, S. Mori, R. Umeda
Tetrahedron Lett. 2024, 134 154836 2024.1
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Rhenium-catalyzed Synthetic Method of 1,2-Dihydroisoquinolines and Isoquinolines by the Intramolecular Cyclization of 2-Alkynylaldimines or 2-Alkynylbenzylamines Reviewed
R. Umeda, T. Ishida, S. Mori, H. Yashima, T. Yajima, I. Osaka, R. Takata, Y. Nishiyama
Tetrahedron 2024, 154 133854 2023.9
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Synthesis and Photophysical Properties of Diethynylated Bibenzofuran and Bibenzofuran Derivatives Reviewed
T. Hibino, R. Umeda
Heterocycles 2023, 106, 734-741. 2023.3
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One-pot Synthesis of 1,2-Dihydronaphthalenes by Cu-Catalyzed Reaction of 2-(Alkynyl)benzaldehydes and Alcohols Reviewed
R. Umeda, N. Kimura, S. Ishii, Y. Nishiyama
Synlett 2023, 134 188 - 192 2023.3
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Rhenium Complex-Catalyzed N-Allylation and N-Benzylation of Amines with Alcohols Reviewed
R. Umeda, S. Shimaoka, S. Mori, T. Takagishi, Y. Nishiyama
Tetrahedron Lett. 2023, 119, 154412. 2023.2
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Rhenium Complex-catalyzed Deoxygenation and Silylation of Alcohols with Hydrosilane Reviewed
Y. Nishiyama, S. Xu, Y. Hanatani, S. Tsuda, R. Umeda
Tetrahedron Lett. 2022, 99 153839 2022.6
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Selective Synthesis of 1-Halonaphthalenes by Copper-Catalyzed Benzannulation Reviewed
R. Umeda, R. Ueda, T. Tanaka, A. Hayashi, M. Ikeshita, S. Suzuki, T. Naota, Y. Nishiyama
Tetrahedron 2021, 79, 131872. 2020.12
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Synthesis and Physical Properties of π-Extended Molecules having p-Methylenequinone Unit Reviewed
R. Umeda, M. Nakatsukasa, Y. Nishiyama
Heterocycles 2020, 101, 318-327. 2019.7
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Facile and Practical Synthesis of π-Extended Oxepins by Benzannulation and Intramolecular Cyclization Reviewed
R. Umeda, Y. Shimizu, Y. Ida, M. Ikeshita, S. Suzuki, T. Naota, Y. Nishiyama
Tetrahedron Lett. 2019, 60, 183-186. 2018.12
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Rhenium-Catalyzed α-Alkylation of Enol Acetates with Alcohols or Ethers Reviewed
R. Umeda, Y. Takahashi, T. Yamamoto, H. Iseki, I. Osaka, Y. Nishiyama
J. Organomet. Chem. 2018, 877, 92-101. 2018.9
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Rhenium Complex-Catalyzed Carbon-Carbon Formation of Alcohols and Organosilicon Compounds Reviewed
R. Umeda, T. Jikyo, K. Toda, I. Osaka, Y. Nishiyama
Tetrahedron Lett. 2018, 59, 1121-1124. 2018.2
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Synthesis of 1,2-dihydroisoquinolines via rhenium-catalyzed tandem cyclization and nucleophilic addition of 2-(1-alkynyl)arylaldimines Reviewed
R. Umeda, T. Ishida, Y. Nakagawa, M. Inoue, T. Yajima, Y. Nishiyama
Chemistry Letters 2018, 47 ( 6 ) 753 - 755 2018
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Rhenium complex-catalyzed Meinwald rearrangement reactions of oxiranes
Rui Umeda, Masahito Muraki, Yuudai Nakamura, Tomoyuki Tanaka, Kyohei Kamiguchi, Yutaka Nishiyama
TETRAHEDRON LETTERS 58 ( 24 ) 2393 - 2395 2017.6
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Rhenium Complex-Catalyzed Meinwald Rearrangement Reactions of Oxirane, Tetrahedron Lett. 2017, 58, 2393-2395. Reviewed
R. Umeda, M. Muraki, Y. Nakamura,, T. Tanaka, K. Kamiguchi, Y. Nishiyama
Tetrahedron Lett. 2017, 58, 2393-2395. 2017.5
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Metal-free benzannulation to synthesis of 2,3-disubstituted naphthalenes: Reaction of 2-(Phenylethynyl)benzaldehyde and alkynes by Brønsted acid Reviewed
R. Umeda, N. Ikeda, M. Ikeshita, K. Sumino, S. Nishimura, Y. Nishiyama
Bulletin of the Chemical Society of Japan 2017, 90 ( 2 ) 213 - 215 2017
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Synthesis and Photophysical Properties of 9,10-Bis(3-aryl-2-naphthyl)anthracenes Reviewed
R. Umeda, M. Kimura, Y. Tobe, Y. Nishiyama
2016, 89 110 - 112 2016
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Synthesis of 4H-benz[de]anthracen-4-ones via 1,2-addition of metal acetylides to benzanthrone Reviewed
R. Umeda, T. Namba, Y. Shimizu, Y. Nishiyama
Synth. Commun. 2016, 46 ( 6 ) 546 - 550 2016
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Synthesis and Physical Properties of 6,12-Diarylindeno[1,2-b]fluorenes
R. Umeda, M. Nakatsukasa, M. Takehisa, T. Unzai, Y. Tobe, Y. Nishiyama
Science and Technology Reports of Kansai University 2015, 57, 157-163. 2015.3
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Development of New Synthetic Reactions Using Lanthanum Metal Reviewed
Rui Umeda, Yutaka Nishiyama
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 73 ( 1 ) 57 - 68 2015.1
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Synthesis of Isocoumarins: Rhenium Complex-catalyzed Cyclization of 2-Ethynylbenzoic Acids Reviewed
R. Umeda, S. Yoshikawa, K. Yamashita, Y. Nishiyama
Heterocycles 2015, 91 ( 11 ) 2172 - 2179 2015
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A Novel Lanthanum Metal-Assisted Reaction of Diaryl Ketones and Electrophiles Reviewed
R. Umeda, M. Ninomiya, T. Nishino, M. Kishida, S. Toiya, T. Saito, Y. Nishiyama, N. Sonoda
Tetrahedron 2015, 71, 1287-1291. 2014.12
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金属ランタンを用いる合成反応の開発 Reviewed
梅田 塁, 西山 豊
有機合成化学協会誌 2015, 73, 53-64. 2014.10
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Rhenium Complex-Catalyzed Coupling Reaction of Enol Acetates with Alcohols Reviewed
R. Umeda, Y. Takahashi, Y. Nishiyama
Tetrahedron Lett. 2014, 55, 61313-6116. 2014.9
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Synthesis of Multisubstituted 1H-Pyrrole: Selenium-Catalyzed Reaction of γ-Nitro Substituted Carbonyl Compounds and Carbon Monoxide Reviewed
R. Umeda, T. Mashino, Y. Nishiyama
Tetrahedron 2014, 70, 4395-4399. 2014.4
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Facile synthesis of 3, 3′-disubstituted 2, 2′-binaphthyls by transition-metal-catalyzed double benzannulation Reviewed
Rui Umeda, Hiromasa Tabata, Yoshito Tobe, Yutaka Nishiyama
Chemistry Letters 43 ( 6 ) 883 - 884 2014
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Selective synthesis of quinolines and indoles: Sulfur-assisted or selenium-catalyzed reaction of β-(2-nitrophenyl)-α, β-unsaturated ketones with carbon monoxide Reviewed
Rui Umeda, Hiroshi Kouno, Takayuki Kitagawa, Tomohiro Okamoto, Keisuke Kawashima, Tsukasa Mashino, Yutaka Nishiyama
Heteroatom Chemistry 25 ( 6 ) 698 - 703 2014
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Synthesis and Physical Properties of Zethrene Derivatives bearing Donor/Acceptor Substituents at 7,14-Positions Reviewed
Org. Biomol. Chem. 2013, 11, 8256-8261. 2013.10
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Synthesis of indoles: Sulfur-assisted reaction of 2-nitrostilbenes with carbon monoxide Reviewed
Rui Umeda, Yuuta Nishimoto, Tsukasa Mashino, Yutaka Nishiyama
Heterocycles 87 ( 6 ) 1241 - 1247 2013
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Selective Introducing of Aryl and Amino Groups: Reaction of Benzanthrone and Organometallic Reagents Reviewed
R. Umeda, T. Namba, T. Yoshimura, M. Nakatsukasa, Y. Nishiyama
Tetrahedron 2013, 69, 1526-1531. 2012.12
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Rhenium-Catalyzed Regioselective Synthesis of 1,2-Disubstituted Naphthalenes Reviewed
R. Umeda, S. Nishi, A. Kojima, K. Kaiba, Y. Nishiyama
Tetrahedron Lett. 2013, 54, 179-182. 2012.10
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Molecular Propellers Consisting of Dehydrobenzo[14]annulene Blade Reviewed
Nobusue, Shunpei, Mukai, Yuichi, Fukumoto, Yo, Umeda, Rui, Tahara, Kazukuni, Sonoda, Motohiro, Tobe, Yoshito
Chemistry A European Journal 18 ( 40 ) 12814 - 12824 2012.10
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Synthesis of dibenz[a,h]anthracenes by Pd-catalyzed intramolecular double-cyclization of (Z,Z)-p-styrylstilbenes Reviewed
Rui Umeda, Satoshi Miyake, Yutaka Nishiyama
Chemistry Letters 41 ( 3 ) 215 - 217 2012
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pi-Sufficient heteroaromatic compounds fused naphthalimide unit as novel solvatochromic fluorophores Reviewed
Rui Umeda, Hiroaki Nishida, Motohiro Otono, Yutaka Nishiyama
TETRAHEDRON LETTERS 52 ( 42 ) 5494 - 5496 2011.10
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Rhenium Complex-Catalyzed Acylative Cleavage of Ethers with Acyl Chlorides Reviewed
R. Umeda, T. Nishimura (B), K. Kaiba (D), T. Tanaka (B), Y. Takahashi (D), Y. Nishiyama
Tetrahedron 2011, 67, 7217-7221. 2011.6
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Rhenium-Catalyzed Benzannulation of o-Alkynylbenzaldehyde with Alkynes to Multiple 2,3-Disubstituted Naphthalenes Reviewed
R. Umeda, K. Kaiba (D), S. Morishita (D), Y. Nishiyama
ChemCatChem 2011, 3, 1743-1746. 2011.6
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Fritsch-Buttenberg-Wiechell rearrangement to alkynes from gem-dihaloalkenes with lanthanum metal Reviewed
Rui Umeda, Takumi Yuasa, Namika Anahara, Yutaka Nishiyama
JOURNAL OF ORGANOMETALLIC CHEMISTRY 696 ( 9 ) 1916 - 1919 2011.5
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Selenium-Catalyzed Reductive Cyclization and Carbocyclization of 2,2 '-Dinitrostilbenes with Carbon Monoxide: One-Shot Synthesis of Indolo[1,2-c]quinazolinones Reviewed
Rui Umeda, Shigeru Morishita, Yutaka Nishiyama
HETEROATOM CHEMISTRY 22 ( 3-4 ) 571 - 575 2011
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PtCl2-Catalyzed Cyclization of o-Diethynylbenzene Derivatives Triggered by Intramolecular Nucleophilic Attack Reviewed
Koji Miki, Hiroyuki Kuge, Rui Umeda, Motohiro Sonoda, Yoshito Tobe
SYNTHETIC COMMUNICATIONS 41 ( 7 ) 1077 - 1087 2011
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Diphenyl diselenide-assisted α-phenylthiolation of carbonyl compounds with diphenyl disulfide Reviewed
Hiroaki Anbou, Rui Umeda, Yutaka Nishiyama
Bulletin of the Chemical Society of Japan 84 ( 11 ) 1248 - 1250 2011
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Tetradehydrodinaphtho[10]annulene and its transformation into zethrene: A hitherto unknown dehydroannulene and a forgotten aromatic hydrocarbon Reviewed
Rui Umeda, Daijiro Hibi, Koji Miki, Yoshito Tobe
Pure and Applied Chemistry 82 ( 4 ) 871 - 878 2010
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Selenium-catalyzed deoxygenative reduction of aliphatic nitro compounds with carbon monoxide Reviewed
Yutaka Nishiyama, Sadatatsu Ikeda, Hiroaki Nishida, Rui Umeda
Bulletin of the Chemical Society of Japan 83 ( 7 ) 816 - 818 2010
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Rhenium complex as a useful catalyst for acylative cleavage of ethers Reviewed
Rui Umeda, Kenta Kaiba, Toshimasa Tanaka, Yuuki Takahashi, Takashi Nishimura, Yutaka Nishiyama
Synlett 2010, 3089-3091. ( 20 ) 3089 - 3091 2010
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Rhenium-Catalyzed Reaction of Carbonyl Compounds with Ketene Silyl Acetals Reviewed
Nishiyama Yutaka, Kaiba Kenta, Umeda Rui
Tetrahedron Lett. 793-795 (2010) 2009.12
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Cesium Carbonate-Catalyzed α-Phenylchalcogenation of Carbonyl Compounds with Diphenyl Dichalcogenide Reviewed
Nishiyama Yutaka, Koguma Yuya, Tanaka Toshimasa, Umeda Rui
Molecules 3367-3375 (2009) 2009.9
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Tetradehydrodinaphtho[10]annulene: A Hitherto Unknown Dehydroannulene and a Viable Precursor to Stable Zethrene Derivatives Reviewed
Umeda Rui, Hibi Daijiro, Miki Koji, Tobe Yoshito
Org. Lett. 4104-4106 (2009) 2009.7
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Selective Metallation of 3-Halothiophenes: Practical Methods for the Synthesis of 2-Bromo-3-formylthiophene Reviewed
Motohiro Sonoda, Shoko Kinoshita, Thanh Luu, Hiroshi Fukuda, Koji Miki, Rui Umeda, Yoshito Tobe
SYNTHETIC COMMUNICATIONS 39 ( 18 ) 3315 - 3323 2009
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Formation of Naphthodithiophene Isomers by Flash Vacuum Pyrolysis of 1,6-Di(2-thienyl)- and 1,6-Di(3-thienyl)-1,5-hexadien-3-ynes Reviewed
Umeda Rui, Fukuda Hiroshi, Miki Koji, Rahman, S. M. A, Sonoda Motohiro, Tobe Yoshito
Compt. Rend., Chimie 378-384 (2009) 2008.11
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Ag-catalyzed stereoselective cyclohexadienyl transfer: A novel entry into arylphenylmethanols Reviewed
Rui Umeda, Armido Studer
ORGANIC LETTERS 10 ( 5 ) 993 - 996 2008.3
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Desymmetrization of 1,4-cyclohexadienyltriisopropoxysilane using copper catalysis Reviewed
Rui Umeda, Armido Studer
ORGANIC LETTERS 9 ( 11 ) 2175 - 2178 2007.5
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Resonance Raman spectra of polyyne molecules C10H2 and C12H2 in solution
Tomonari Wakabayashi, Hiroshi Tabata, Tatsuya Doi, Hiroyuki Nagayama, Koji Okuda, Rui Umeda, Ichiro Hisaki, Motohiro Sonoda, Yoshito Tobo, Toshie Minematsu, Kenro Hashimoto, Shinji Hayashi
CHEMICAL PHYSICS LETTERS 433 ( 4-6 ) 296 - 300 2007.1
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Gas Phase Generation of Highly Reactive Hexatriyne-Bridged [6n]Paracyclophyne Reviewed
Umeda, Rui, Morinaka, Takayoshi, Sonoda, Motohiro, Tobe, Yoshito
The Journal of Organic Chemistry 70 ( 15 ) 6133 - 6136 2005.7
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Size-selective Formation of C78 Fullerene from a Three-dimensional Polyyne Precursor Reviewed
Tobe, Yoshito, Umeda, Rui, Sonoda, Motohiro, Wakabayashi, Tomonari
Chemistry--A European Journal 11 ( 5 ) 1603 - 1609 2005.2
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Expanded Radialenes with Bicyclo[4.3.1]decatriene Units: New Precursors to Cyclo[n]carbons Reviewed
Tobe, Yoshito, Umeda, Rui, Iwasa, Naruhito, Sonoda, Motohiro
Chemistry--A European Journal 9 ( 22 ) 5549 - 5559 2003.11
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Synthesis and facile rearrangement of 10,10-dicarbonyl-substituted [4.3.1]propellane derivatives Reviewed
Y Tobe, T Kusumoto, S Minakata, R Umeda, M Sonoda, K Naemura
CHEMISTRY LETTERS 32 ( 4 ) 398 - 399 2003.4
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Vinylidene to alkyne rearrangement to form polyynes: synthesis and photolysis of dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives Reviewed
Y Tobe, N Iwasa, R Umeda, M Sonoda
TETRAHEDRON LETTERS 42 ( 32 ) 5485 - 5488 2001.8
Books
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古くて新しい芳香族化合物～有機エレクトロニクス材料への応用～
梅田 塁（ Role： Sole author）
理工学と技術(関西大学理工学会誌)
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ポリインの合成
戸部 義人, 梅田 塁
シーエムシー出版・（新材料・新素材シリーズ）電子共役系有機材料の創製・機能開発・応用
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Cyclic Alkynes
Tobe Yoshito, Umeda Rui
Science of Synthesis
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Ir触媒による光学活性アリルアミン合成
梅田 塁, 西山 豊
月刊化学(化学同人)
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ミュンスター大学、Studer研究室での留学生活 [海外研究室レポート]
梅田 塁（ Role： Sole author）
Organo Metallicニュース (近畿化学協会有機金属部会誌)
MISC
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Synthesis of Alkynes by the Reaction of 1, 1-Dihaloalkenes with Lanthanum Metal
ANAHARA Namika, YUASA Takumi, UMEDA Rui, NISHIYAMA Yutaka
( 56 ) 26 - 27 2010.5
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Approaches to size-selective formation of fullerenes by cyclization of highly reactive polyyne chains
R Umeda, M Sonoda, T Wakabayashi, Y Tobe
CHEMISTRY LETTERS 34 ( 12 ) 1574 - 1579 2005.12
Presentations
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Kinetic Stabilization of Unstable Molecules by Highly Hindered π-System
R. Umeda, Y. Nishiyama
18th International Symposium on Novel Aromatic Compounds (ISNA-18) 2019.7
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ナフタレン構築反応を利用する分子設計の指針
梅田 塁
ヘテロ原子部会 平成30年度第3回懇話会 2019.1
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Synthesis and Photophysical Properties of Dicyanobisbenzodioxin
H. Enomoto, R. Umeda, Y. Nishiyama
The 14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14) 2018.11
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Synthesis of Tetraarylethylene Derivatives by Benzannulation Reaction and Their Photophysical Properties
Y. Miki, R. Umeda, Y. Nishiyama
The 14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14) 2018.11
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Benzannulation反応を利用した短段階拡張パイ電子系の創出
梅田 塁
構造有機化学若手研究者研究会 2017 2017.8
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Deoxygenerative Dimerization of Diaryl Ketones with Lanthanum Metal under Carbon Dioxide
Y. Nishiyama, R. Umeda
2016.6
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Reaction of Benzanthrone with Metal Acetylide
Y. Shimizu, T. Namba, R. Umeda, Y. Nishiyama
2015.11
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Rhenium-catalyzed Reaction of Alcohol and Vinyl Acetate
T. Yamamoto, Y. Takahashi, R. Umeda, Y. Nishiyama
2015.11
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Synthesis and Properties of 2,3-Dinaphthoquinone Derivatives Having Bulky Substituents at 1,4 Positions
S. Nishimura, A. Ozeki, R. Umeda, Y. Nishiyama
2015.11
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Selective Synthesis of 1-Halonaphthalenes by Copper-catalyzed Benzannulation
R. Ueda, T.Tanaka, R. Umeda, Y. Nishiyama
2015.11
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Synthesis of Isocoumarins by the Rhenium-catalyzed 6-Endo Cyclization of o-Ethynylbenzoic Acids
K. Yamashita, S. Yoshikawa, R. Umeda, Y. Nishiyama
2015.11
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Rhenium-Catalyzed Regioselective Synthesis of Multiple Substituted Polycyclic Aromatic Compounds
R. Umeda, Y. Nishiyama
2014.7
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Synthesis and Photophysical Properties of 9,10-Di(3-aryl-2-naphthyl)anthracenes
R. Umeda, M. Kimura, Y. Nishiyama, Y. Tobe
The Eighth International Symposium on Integrated Synthesis (ISIS-8) 2013.11
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パイ電子が高密度に集積化したらせん分子の合成・構造・光学特性
梅田 塁
構造有機化学若手研究者 ミニシンポジウム2013 2013.9
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Regioselective Synthesis of 1,2-Disubstituted Naphthalenes: Rhenium-Catalyzed Coupling Reaction of Alkynes with Phenylacetaldehyde Dimethylacetal
S. Nishi, R. Umeda, Y. Nishiyama
2012.9
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Synthesis and Physical Properties of Sterically Hindered 9,10-Dinaphtylanthracenes
R. Umeda, M. Kimura, Y. Nishiyama, Y. Tobe
2012.9
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Facile Synthesis of 2,2'-Binaphthyl Derivatives by Benzannulation Reaction
H. Tabata, R. Umeda, Y. Nishiyama, Y. Tobe
2012.9
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Synthesis and Physical Properties of π-Extended Molecules Having p-Methylenequione Unit
M. Nakatsukasa, M. Hayakawa, R. Umeda, Y. Nishiyama
2012.9
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Oxidation of N,N-Diarylamines with Benzenseleninic Anhydride
A. Yoshimura, R. Umeda, Y. Nishiyama
2012.5
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Synthesis of Multiple 2,3-Disubstituted Naphthalenes by Rhenium-Catalyzed Benzannulation of o-Alkynylbenzaldehyde with Alkynes
S. Morishita (D), K. Kaiba (D), R. Umeda, Y. Nishiyama, Y. Tobe (Osaka Univ.)
2011.12
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Benzannulation Approach to Synthesis of Highly Elaborated Helical Molecules Having 2,3-Disubstituted Naphthalene Units
R. Umeda, S. Morishita (D), Y. Nishiyama, Y. Tobe (Osaka Univ.)
2011.10
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Benzannulation of o-Alkynylbenzaldehyde with Alkyne to Highly Elaborated Polycyclic Aromatic Compounds
R. Umeda, S. Morishita (D), K. Kaiba (D), Y. Nishiyama, Y. Tobe (Osaka Univ.)
2011.7
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Synthesis and Properties of Novel Polyheterocyclic Aromatic Compounds Fused Naphthimide Unit
H. Nishida (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Rhenium-Catalyzed Benzannulation of o-Alkynylbenzaldehyde with Alkyne
K. Kaiba (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Lanthanum Metal-Assisted Coupling Reaction of Diaryl Ketone with Dialkyl Ketone under Carbon Dioxide
Y. Nishiyama, R. Narishige (D), R. Umeda
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Synthesis and Properties of Aryl and Ethynyl Substitutied Benzanthrone Derivatives
T. Namba (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Synthesis of Cyclic Carbonates: Lanthanum Metal Compound Catalyzed Reaction of Epoxides with Carbon Dioxide
Y. Komaki (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Reductive Dehalogenation of gem-Dihaloalkenes with Lanthanum Metal
N. Anahara (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Synthesis of 2,1-Benzisoselenazoles and their Complexation toward Copper Salts
N. Nemoto (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Selenium-Catalyzed Reductive Deoxygenation of Various Aromatic Nitro Compounds with Carbon Monoxide
S. Morishita (D), R. Umeda, Y. Nishiyama
2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010) 2010.12
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Synthesis and Photophysical Properties of Carbazoles and Dibenzofurans Having Naphthalimide Unit
R. Umeda, H. Nishida (D), T. Mikawa (B), M. Otono (B), Y. Nishiyama
The Sixth International Symposium on Integrated Synthesis (ISIS-6) 2010.10
Research Projects
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Development of rhenium-catalyzed carbon-carbon and carbon-heteroatom bonds
Grant number：18K05131 2018.4 - 2022.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Nishiyama Yutaka
Grant amount：\4290000 （ Direct Cost: \3300000 、 Indirect Cost：\990000 ）
We have recently disclosed that rhenium complex, such as ReX(CO)5 (X = Br and Cl), serves as an air and moisture-tolerant catalyst for various organic reactions instead of various Lewis acid catalysts. In the continuation of the development of rhenium-catalyzed synthetic reactions, we investigated the new carbon-carbon and carbon-heteroatom bond formations used alcohols, esters, and ethers as the carbon sources in this research. In this research, we have found the rhenium complex acts as a useful catalyst on the carbon-carbon bond formations between alcohols and organosilicon compounds such as alkenyl and allyl silanes. We also found that rhenium catalyzed the deoxygenation and silylation of alcohols by hydrosilane.
In addition, we have shown that various polycyclic aromatic compounds, which were used as organic functional materials, were easily and efficiently synthesized by the use of rhenium complex catalyst. -
Rhenium-Catalyzed Selective Synthesis of Polycyclicaromatic Compounds based on the Activation of Unsaturated Bond
Grant number：23550130 2011 - 2013
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
NISHIYAMA Yutaka, UMEDA Rui
Grant amount：\5200000 （ Direct Cost: \4000000 、 Indirect Cost：\1200000 ）
The polysubstituted aromatic compounds constituted an attractive class compounds from the view of chemical, biological active molecules and materials science. In this research, we have investigated the development of selective synthetic method of various multisubstituted aromatic compounds based on the activation of unsaturated bonds by rhenium catalyst.
We now find three novel reactions, (i) the synthesis of quinolines by the reaction of aldimines, which were prepared by treatment of anilines and aldehydes, and allylic silanes, (ii) the selective synthesis of 1,2-disubstituted naphthalenes by the reaction of alkynes and o-alkynyl substituted benzaldehyde, and (iii) the selective synthesis of 2,3-disubstituted naphthalenes by the reaction of alkynes and phenylacetoaldehyde equivalents such styrene oxide or phenylacetoaldehyde dimethylacetal. As the application of these reactions, the synthesis of various orthophenylene derivatives bearing benzene and naphthalene was examined. -
Generation of Novel Aromatic Compounds by Controlled Reactions of Accumulated Alkynes
Grant number：21106011 2009.7 - 2014.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
TOBE Yoshito, TAHARA Kazukuni, UMEDA Rui
Grant amount：\54860000 （ Direct Cost: \42200000 、 Indirect Cost：\12660000 ）
On the basis of the concept of "space-and-time-integration," we developed a methodology to synthesize selectively and effciently aromatic compounds, which are difficult to obtain by conventional synthetic methods, having novel structures and electronic properties by transannular and/or tandem cyclization reactions using highly reactive acetylenic substrates having closely located alkynyl groups. In addition, the reactive intermediates generated during the course of the reactions were furhter transformed into more elaborated products in some cases. The structures, physical properties, and optoelectronic applications of newly synthesized aromatic compounds were investigated including photovoltaic applications of some products.
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Synthesis of Zethrene Derivatives by Transannular Cyclization of Tetradehydrodinaphtho[10]annulene and their Physical Properties
Grant number：21750046 2009 - 2010
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)
UMEDA Rui
Grant amount：\2730000 （ Direct Cost: \2100000 、 Indirect Cost：\630000 ）
The synthesis and structural characterization of hitherto unknown tetradehydrodinaphtho[10]annulene was achieved for the first time. Moreover, the dinaphtho[10]annulene was transformed smoothly into stable zethrene derivatives substituted at its 7,14-positions, showing that it serves as a good reservoir of zethrene derivatives. Optical and electrochemicalproperties of a disubstituted zethrene derivative are also investigated.
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Creation of Novel Molecules and Molecular Assemblies Utilizing Electronic and Structural Characteristics of Acetylene Derivatives
Grant number：18205007 2006 - 2008
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
TOBE Yoshito, HIROSE Keiji, TAHARA Kazukuni, DE SCHRYVER Frans C., DE FEYTER Steven, LEI Shengbin, UMEDA Rui, YAMAGUCHI Yui, FUJITA Takumi
Grant amount：\50440000 （ Direct Cost: \38800000 、 Indirect Cost：\11640000 ）
Devising educational methods
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フレッシュマンゼミナール：1年生の講義であり、受講人数もグループ分けされているため少人数で授業を行うメリットを活かし、全員に質問・発表させるようにした。講義内容は、理系学生としては理解してほしいデータの評価の仕方について身近な問題を取り上げておこない、また環境問題やエネルギー問題についても取り上げた。 基礎化学実験：基礎的な物理・分析実験を通して、データの取り扱い方、結果に導く考え方、考察並びにレポートの作成について指導している。 応用化学実験II：有機合成に用いる、器具ならびに試薬の取り扱いに習熟させるだけでなく、成功・失敗といった短絡的な結果の評価ではなく、一つ一つのプロセスの意味が理解できるように指導している。また、授業で習う内容と絡めることにより、座学と実学とを有機的に結びつけられるように取り組んでいる。
Teaching materials
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基礎化学実験 関西大学出版部 2009/3 （改訂作業編集と分担執筆）
Teaching method presentations
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特になし
Special notes on other educational activities
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北陽中学校連携プログラムならびに小・中学生を対象としたサイエンスセミナーに協力