EFFICIENT MOLECULAR CONVERSION OF CARBON MONOXIDE VIA NOVEL RADICAL CASCADE REACTIONS

• Project/Area Number: 17065018
• Research Category: Grant-in-Aid for Scientific Research on Priority Areas
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Osaka Prefecture University
• Principal Investigator: RYU Ilhyong Osaka Prefecture University, 理学系研究科, 教授 (80210821)
• Co-Investigator(Kenkyū-buntansha): MATSUBARA Hiroshi 大阪府立大学, 理学系研究科, 准教授 (20239073)
• Project Period (FY): 2005 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥25,300,000 (Direct Cost: ¥25,300,000); Fiscal Year 2008: ¥7,300,000 (Direct Cost: ¥7,300,000); Fiscal Year 2007: ¥7,300,000 (Direct Cost: ¥7,300,000); Fiscal Year 2006: ¥7,300,000 (Direct Cost: ¥7,300,000); Fiscal Year 2005: ¥3,400,000 (Direct Cost: ¥3,400,000)
• Keywords: ラジカル反応 / 一酸化炭素 / カルボニル化 / 連続結合形成 / 脱スズ型反応 / ケトン合成 / 計算化学 / ヒドロキシメチル化 / テトラヒドロピラン / デュアル軌道相互作用 / オキサゾリン / ラクタム / 6-endo型環化 / アシルラジカル / ラジカル置換反応 / トリフルオロメチルラジカル / ラジカルカルボニル化 / シクロヘキサン / アセチレンケトン / エノン / 三成分連結反応 / アシルシアニド

Research Abstract

一酸化炭素は石炭からナフサまでを原料基盤にできる潜在的に豊富で安価な炭素資源である。一酸化炭素は各種カルボニル化反応により有機分子に取り込むことが可能となるが、遷移金属触媒法に対してラジカル反応法は脂肪族ハロゲン化物を含め、より広範な基質に適用可能である点や連続型結合構築において優位性がある。本研究ではラジカル反応に基盤をおいた一酸化炭素の多様な有機分子への導入法の開発を行った。また安全な溶媒や毒性の有機スズ試薬の使用回避を果たした環境調和型反応プロセスへの転換も行った。

Research Products

• [Journal Article] Microflow Photo-Radical Reaction Using a Compact Light Source : Application to the Barton Reaction Leading to a Key Intermediate for Myriceric Acid A (2009)
  • Author(s): Sugimoto, T. Fukuyama, Y. Sumino, M. Takagi, I. Ryu
  • Journal Title: Tetrahedron 65(8) Pages: 1593-1598
  • Peer Reviewed
• [Journal Article] Microflow Photo-Radical Reaction Using a Compact Light Source : Application to the Barton Reaction Leading to a Key Intermediate for Myriceric Acid A (2009)
  • Author(s): Ryu, I., et.al.
  • Journal Title: Tetrahedron 65(8) Pages: 1593-1598
  • Peer Reviewed
• [Journal Article] Phase-Vanishing Methods Based on Fluorous Phase Screen. A Simple Way for Efficient Execution of Organic Synthesis (2008)
  • Author(s): Ryu, H. Matsubara, H. Nakamura, D. P. Curran
  • Journal Title: Chem. Rec 8(6) Pages: 351-363
  • Peer Reviewed
• [Journal Article] Cyclopropanation of Alkenes with CH2I2/Et3Al by the Phase-Vanishing Method Based on Fluorous Phase Screen (2008)
  • Author(s): H. Matsubara, M. Tsukida, S. Yasuda,I. Ryu
  • Journal Title: J. Fluorine Chem 129(10) Pages: 951-954
  • Peer Reviewed
• [Journal Article] Hydroxyphthalimide Bearing Fluoroalkyl Chains (2008)
  • Author(s): S. K. Guha, Y. Obora, D. Ishihara, H. Matsubara, I. Ryu, Y. Ishii
  • Journal Title: Adv. Synth. Catal. 350(9) Pages: 1323-1330
  • Peer Reviewed
• [Journal Article] Ruthenium Hydride-Catalyzed Addition of Aldehydes to Dienes Leading to β,γ-Unsaturated Ketones (2008)
  • Author(s): S. Omura, T. Fukuyama, J. Horiguchi, Y. Murakami, I. Ryu
  • Journal Title: J. Am. Chem 130(43) Pages: 14094-14095
  • Peer Reviewed
• [Journal Article] Tin-Free Giese Reaction and the Related Radical Carbonylation Using Alkyl Iodides and Cyanoborohydrides (2008)
  • Author(s): Ryu, S. Uehara, H. Hirao, T. Fukuyama
  • Journal Title: Organic Letters 10 Pages: 1005-1008
  • Peer Reviewed
• [Journal Article] Radical Chain Reactions Using THP as a Solvent (2008)
  • Author(s): H. Yasuda, Y. Uenoyama, O. Nobuta, S. Kobayashi, I. Ryu
  • Journal Title: Tetrahedron Letters 49 Pages: 367-370
  • Peer Reviewed
• [Journal Article] Phase-Vanishing Methods Based on Fluorous Phase Screen. A Simple Way for Efficient Execution of Organic Synthesis (2008)
  • Author(s): Ryu, I., et.al.
  • Journal Title: Chem. Rec 8(8) Pages: 351-363
  • Peer Reviewed
• [Journal Article] Cyclopropanation of Alkenes with CH_2I_2/Et_3Al by the Phase-Vanishing Method Based on Fluorous Phase Screen (2008)
  • Author(s): Ryu, I., et.al.
  • Journal Title: J Fluorine Chem 129(10) Pages: 951-954
  • Peer Reviewed
• [Journal Article] Hydroxyphthalimide Bearing Fluoroalkyl Chains (2008)
  • Author(s): Ryu, I., et.al.
  • Journal Title: Adv Synth. Catal 350(9) Pages: 1323-1330
  • Peer Reviewed
• [Journal Article] Ruthenium Hydride-Catalyzed Addition of Aldehydes to Dienes Leading to β, γ-Unsaturated Ketones (2008)
  • Author(s): Ryu, I., et.al.
  • Journal Title: J. Am. Chem. Soc 130(43) Pages: 14094-14095
  • Peer Reviewed
• [Journal Article] Tin-Free Giese Reaction and the Related Radical Carbonylation Using Alkyl Iodides and Cyanoborohydrides (2008)
  • Author(s): Ryu, I., et. al.
  • Journal Title: Organic Letters 10 Pages: 1005-1008
  • Peer Reviewed
• [Journal Article] Radical Chain Reactions Using THP as a Solvent (2008)
  • Author(s): Ryu, I., et. al.
  • Journal Title: Tetrahedron Letters 49 Pages: 367-370
  • Peer Reviewed
• [Journal Article] Radicals Masquerading as Electrophiles: Dual Orbital Effects in Nitrogen-Philic Acyl Radical Cyclization and Related Addition Reactions (2007)
  • Author(s): H. Matsubara, C. T. Falzon, I. Ryu, C. H. Schiesser
  • Journal Title: Acc. Chem. Res 40 Pages: 303-313
  • Peer Reviewed
• [Journal Article] Synthesis of Lactams by Radical Substitution Reaction of α,β-Unsaturated Acyl Radicals at Amine Nitrogen (2007)
  • Author(s): Y. Uenoyama, T. Fukuyama, I. Ryu
  • Journal Title: Org. Lett 9(5) Pages: 935-937
  • Peer Reviewed
• [Journal Article] Ru-Catalyzed Intermolecular [3+2+1] Cycloaddition of α,β-Unsaturated Ketones with Silylacetylenes and Carbon Monoxide Leading to α-Pyrones, (2007)
  • Author(s): T. Fukuyama, Y. Higashibeppu, R. Yamaura, I. Ryu
  • Journal Title: Org. Lett 9(4) Pages: 587-589
  • Peer Reviewed
• [Journal Article] Radicals Masquerading as Electrophiles;Dual Orbiral Effects in Nrtrogen-Philic Acyl Radical Cyclization and Relared Addition Reactions (2007)
  • Author(s): Ryu, I., et. al.
  • Journal Title: Acc.Chem, Res. 40 Pages: 303-313
  • Peer Reviewed
• [Journal Article] Radical Masquerading as Electrophiles. Dual Orbital Effects in N-Philic Acy1 Radical Cyclization and Related Addition Reactions (2007)
  • Author(s): C.H.Schiesser, U.Wille, H.Matsubara, I.Ryu
  • Journal Title: Acc. Chem. Res. (in press)
• [Journal Article] Synthesis of Lactams by Radical Substitution Reaction of α,β-Unsaturated Acyl Radicals at Amine Nitrogen (2007)
  • Author(s): Y.Uenoyama, T.Fukuyama, I.Ryu
  • Journal Title: Org. Lett. 9(5) Pages: 935-937
• [Journal Article] Ru-Catalyzed Intermolecular [3+2+1] Cycloaddition of α,β-Unsaturated Ketones with Silylacetylenes and Carbon Monoxide Leading to α-Pyrones (2007)
  • Author(s): T.Fukuyama, Y.Higashibeppu, R.Yamaura, I.Ryu
  • Journal Title: Org. Lett. 9(4) Pages: 587-589
• [Journal Article] Carbonylative Approaches to α,β-Unsaturated Acyl Radicals and α-Ketenyl Radicals. Their Structure and Applications in Synthesis (2006)
  • Author(s): Ryu, Y. Uenoyama, H. Matsubara
  • Journal Title: Bull. Chem. Soc. Jpn 79(10) Pages: 1476-1488
  • NAID: 10020527743
  • Peer Reviewed
• [Journal Article] Cascade Radical Carbonylations Leading to 3-Substituted Cyclohexanones (2006)
  • Author(s): Y. Uenoyama, T. Fukuyama, I. Ryu
  • Journal Title: Synlett (14) Pages: 2342-2344
  • Peer Reviewed
• [Journal Article] Selective 6-endo Cyclization of Acyl Radicals onto the Nitrogen of Imine and Oxazoline C-N Bonds (2006)
  • Author(s): M. Tojino, N. Otsuka, T. Fukuyama, H. Matsubara, I. Ryu
  • Journal Title: J. Am. Chem. Soc 128(24) Pages: 7712-7713
  • Peer Reviewed
• [Journal Article] Carbonylative Approaches to α,β-Unsaturated Acyl Radicals and α-Ketenyl Radicals. Their Structure and Applications in Synthesis (2006)
  • Author(s): I.Ryu, Y.Uenoyama, H.Matsubara
  • Journal Title: Bull. Chem. Soc. Jpn. 79(10) Pages: 1476-1488
  • NAID: 10020527743
• [Journal Article] Cascade Radical Carbonylations Leading to 3-Substituted Cyclohexanones (2006)
  • Author(s): Y.Uenoyama, T.Fukuyama, I.Ryu
  • Journal Title: Synlett (14) Pages: 2342-2344
• [Journal Article] Selective 6-endo Cyclization of Acy1 Radicals onto the Nitrogen of Imine and Oxazoline C-N Bonds (2006)
  • Author(s): M.Tojino, N.Otsuka, T.Fukuyama, H.Matsubara, I.Ryu
  • Journal Title: J. Am. Chem. Soc. 128(24) Pages: 7712-7713
• [Journal Article] Carbon Monoxide (2006)
  • Author(s): Fukuyama, T., Ryu, I.
  • Journal Title: Electronic Encyclopedia of Reagents for Organic Synthesis (Paquette, P.L., Fuchs, P., Crich, D., Molander, G. Eds.)(John Wiley & Sons, Ltd) (In press)
• [Journal Article] Radical Cyanocarbonylation Using Alkyl Allyl Sulfone Precursors (2005)
  • Author(s): S. Kim, H. C. Cho, S. Kim, Y. Uenoyama, I. Ryu
  • Journal Title: Synlett (20) Pages: 3160-3162
  • Peer Reviewed
• [Journal Article] Radical Cyanocarbonylation Using Alkyl Allyl Sulfone Precursors (2005)
  • Author(s): Kim, S., Cho, H.-C, Kim, S., Uenoyama, Y., Ryu
  • Journal Title: Synlett (20) Pages: 3160-3162
• [Journal Article] Carbonylative Approaches to a,b-Unsaturated Acyl Radicals and a-Ketenyl Radicals (2005)
  • Author(s): Ryu, I., Uenoyama, Y., Matsubara, H.
  • Journal Title: Bull.Chem.Soc.Jpn. (In press)
• [Journal Article] フルオラス化学のフロンティア (2005)
  • Author(s): 柳 日馨
  • Journal Title: フルオラスケミストリー(大寺純蔵監修)(シーエムシー出版) Pages: 7-18
• [Journal Article] Fuluorous Solvent (2005)
  • Author(s): Matsubara, H., Ryu, I.
  • Journal Title: Green Reaction-Media in Organic Synthesis (Mikami, K. Ed.)(Blackwell Publishing) Pages: 59-92
• [Presentation] Tin-free Radical Processes. Borohydride-Based Radical C-C Bond Forming Reactions (2008)
  • Author(s): I. Ryu
  • Organizer: The 9th International Symposium on Organic Reaction(ISOR-2008)
  • Place of Presentation: Taiwan
  • Year and Date: 2008-11-21
• [Presentation] カルボニル化と関連触媒反応 (2008)
  • Author(s): 柳日馨
  • Organizer: 第5回触媒相模セミナー
  • Place of Presentation: 神奈川
  • Year and Date: 2008-11-13
• [Presentation] Ruthenium Hydride Catalyzed Atom-Economical C-C Bond Forming Reactions (2008)
  • Author(s): I. Ryu
  • Organizer: 次世代触媒創製を目指した機能物質シンポジウム
  • Place of Presentation: 韓国
  • Year and Date: 2008-11-04
• [Presentation] Adventures in Inner Space : Microflow Systems for Practical Organic Synthesis (2008)
  • Author(s): I. Ryu
  • Organizer: International Symposium on Micro Chemical Process and Synthesis
  • Place of Presentation: 京都
  • Year and Date: 2008-09-12
• [Presentation] Rhodium-Catalyzed Decarboxylation of Aliphatic Carboxylic Acids (2008)
  • Author(s): I. Ryu
  • Organizer: The Fifth International Symposium on Integrated Synthesis
  • Place of Presentation: 神戸
  • Year and Date: 2008-09-06
• [Presentation] Greener Radical Processes. Borohydride-Based Tin-Free Radical C-C Bond Forming Reactions (2008)
  • Author(s): I. Ryu
  • Organizer: 10th International Symposium on Organic Free Radicals (ISOFR10)
  • Place of Presentation: Australia
  • Year and Date: 2008-08-05
• [Presentation] Microflow Systems: Another Means to Improve Efficiency in Organic Synthesis (2008)
  • Author(s): I. Ryu
  • Organizer: Optimising Organic Reaction Conference
  • Place of Presentation: Canada
  • Year and Date: 2008-07-16
• [Presentation] 新デバイス創造による合成の快適化 (2008)
  • Author(s): 柳日馨
  • Organizer: フロー・マイクロ合成研究会第19回公開講演会
  • Place of Presentation: 大阪
  • Year and Date: 2008-07-04
• [Presentation] Theoretical and ExperimentalStudy of 5-Exo/6-endo Cyclization Reaction of Acyl Radical onto Imine C-N Bond (2008)
  • Author(s): I. Ryu
  • Organizer: Third International Conference on Advanced Organic Synthesis Directed toward the Ultimate Efficiency and Practicability
  • Place of Presentation: 滋賀
  • Year and Date: 2008-05-27
• [Presentation] スズを用いないラジカルヒドロキシメチル化反応 (2008)
  • Author(s): 柳日馨
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 立教大学
  • Year and Date: 2008-03-28
• [Presentation] Tin-free Radical Processes. Borohydride-Based Radical C-C Bond Forming Reactions (2008)
  • Author(s): Ryu, I
  • Organizer: The 9^<th> International Symposium on Organic Reaction (ISOR-2008)
  • Place of Presentation: Chiayi, Taiwan
• [Presentation] Ruthenium Hydride Catalyzed Atom-Economical C-C Bond Forming Reactions (2008)
  • Author(s): Ryu, I
  • Organizer: 次世代触媒創製を目指した機能物質シンポジウム
  • Place of Presentation: Taejon, 韓国
• [Presentation] Greener Radical Processes. Borohydride-Based Tin-Free Radical C-C Bond Forming Reactions (2008)
  • Author(s): Ryu, I
  • Organizer: 10^<th> International Symposium on Organic Free Radicals (ISOFR10)
  • Place of Presentation: Heron, Australia
• [Presentation] Microflow Systems : Another Means to Improve Efficiency in Organic Synthesis (2008)
  • Author(s): Ryu, I
  • Organizer: Optimising Organic Reaction Conference
  • Place of Presentation: Vancouver, Canada
• [Presentation] Theoretical and Experimental Study of 5-Exo/6-endo Cyclization Reaction of Acyl Radical onto Imine C-N Bond (2008)
  • Author(s): Ryu, I., Matsubara, H
  • Organizer: Third International Conference on Advanced Organic Synthesis Directed toward the Ultimate Efficiency and Practicability
  • Place of Presentation: 滋賀
• [Presentation] Recent Advances in Radical Carbonylation (2006)
  • Author(s): I. Ryu
  • Organizer: 2006 Mini-Symposium on the Frontiers of Organic/Bioorganic Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-12-01
• [Presentation] Nitrogen-philic Radical Bond Forming Reactions. A Powerful New Tool in Organic Synthesis (2006)
  • Author(s): I. Ryu
  • Organizer: 2nd Pacific Symposium on Radical Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-11-06
• [Presentation] Lactam Ring Formation of by Homolytic Substitutio of Acyl Radicals (2006)
  • Author(s): I. Ryu
  • Organizer: 2nd Pacific Symposium on Radical Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-11-06
• [Presentation] Tin-Free Giese reaction Using Cyanoborohydride as Hydrogen Source (2006)
  • Author(s): I. Ryu
  • Organizer: 2nd Pacific Symposium on Radical Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-11-06
• [Presentation] Trifluoromethyl-Radical-Mediated Carbonylation of Alkanes Leading to Ethynyl Ketones (2006)
  • Author(s): I. Ryu
  • Organizer: 2nd Pacific Symposium on Radical Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-11-06
• [Presentation] Tin-free Radical Carbonylation : Synthesis of Acylated Oxime Ethers Using Alkyl Allyl Sulfone Precursors, CO, and Phenylsulfonyl Oxime Ether (2006)
  • Author(s): I. Ryu
  • Organizer: 2nd Pacific Symposium on Radical Chemistry
  • Place of Presentation: 韓国
  • Year and Date: 2006-11-06
• [Presentation] 新反応メディアとマイクロデバイスによる効率合成 (2006)
  • Author(s): 柳日馨
  • Organizer: ロボット・マイクロ合成研究会第16回公開講演会
  • Place of Presentation: 東京
  • Year and Date: 2006-10-17
• [Presentation] 新反応開発:ラジカルから金属触媒まで (2006)
  • Author(s): 柳日馨
  • Organizer: 第22回若手化学者のための化学道場
  • Place of Presentation: 岡山
  • Year and Date: 2006-09-22
• [Presentation] Application of N-Philic Radical Cyclization to Natural Alkaloid Syntehsis (2006)
  • Author(s): I. Ryu
  • Organizer: IUPAC International Conference on Biodiversity and Natural Products
  • Place of Presentation: 京都
  • Year and Date: 2006-07-25
• [Presentation] Tin-Free Giese Reaction Using Alkyl Iodides under Photo-irradiation Conditions (2006)
  • Author(s): I. Ryu
  • Organizer: EUCHEM Conference on Organic Free Radicals
  • Place of Presentation: ノルウェー
  • Year and Date: 2006-07-11
• [Presentation] Dual Orbital Effect in Radical Addition Reactions Involving Acyl and Related Radicals (2006)
  • Author(s): I. Ryu
  • Organizer: EUCHEM Conference on Organic Free Radicals 2006
  • Year and Date: 2006-07-11
• [Presentation] Alkane-Carbonylation Using Acetylenic Triflone (2006)
  • Author(s): I. Ryu
  • Organizer: EUCHEM Conference on Organic Free Radicals 2006
  • Place of Presentation: ノルウェー
  • Year and Date: 2006-07-11
• [Presentation] Homolytic Substitution Reaction of Acyl Radical at Amine Nitrogen and Its Application to Some Alkaloid Synthesis (2006)
  • Author(s): I. Ryu
  • Organizer: EUCHEM Conference on Organic Free Radicals 2006
  • Place of Presentation: ノルウェー
  • Year and Date: 2006-07-10
• [Presentation] Carbon-Carbon Bond Forming Reactions via Unique Carbonyl-Containing Species (2006)
  • Author(s): I. Ryu
  • Organizer: University Munster
  • Place of Presentation: ドイツ
  • Year and Date: 2006-07-07
• [Presentation] Carbon-Carbon Bond Forming Reactions via Unique Carbonyl-Containing Species (2006)
  • Author(s): I. Ryu
  • Organizer: Ludwig-Maximilians-University
  • Place of Presentation: ドイツ
  • Year and Date: 2006-07-06
• [Presentation] 紫外光照射マイクロリアクターを用いた還元的ラジカル反応 (2006)
  • Author(s): 柳日馨
  • Organizer: 日本化学会第86春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2006-03-28
• [Presentation] トリフルオロメチルラジカルによる飽和C-H結合のホモリシスを経るカルボニル化反応 (2006)
  • Author(s): 柳日馨
  • Organizer: 日本化学会第86春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2006-03-28
• [Presentation] オキサゾリン誘導体を用いた極性支配型ラジカル環化による双環性ラクタムの合成 (2006)
  • Author(s): 柳日馨
  • Organizer: 日本化学会第86春季年会
  • Place of Presentation: 千葉
  • Year and Date: 2006-03-28
• [Presentation] New Reaction Processes Based on New Reaction Media (2005)
  • Author(s): I. Ryu
  • Organizer: Pacifichem
  • Place of Presentation: ホノルル
  • Year and Date: 2005-12-18
• [Presentation] Alkyne Carbonylation by Radicals : Tin Radical-Catalyzed Synthesis of a-Methylene Amides from 1-Alkynes, Carbon monoxide, and Amines (2005)
  • Author(s): I. Ryu
  • Organizer: Pacifichem
  • Place of Presentation: ホノルル
  • Year and Date: 2005-12-18
• [Presentation] Synthesis of α,β-Unsaturated Lactams by Polarity-Governed Radical Cyclizations (2005)
  • Author(s): I. Ryu
  • Organizer: Pacifichem
  • Place of Presentation: ホノルル
  • Year and Date: 2005-12-18
• [Presentation] Ion/Radical and Metal/Radical Hybrid Systems for Effective Carbonylation Reactions (2005)
  • Author(s): I. Ryu
  • Organizer: Pacifichem
  • Place of Presentation: ホノルル
  • Year and Date: 2005-12-17
• [Book] Organic Chemistry in Microreactor, In Microreactors in Organic Synthesis and Catalysis (2008)
  • Author(s): T. Fukuyama, Md. Rahman, I. Ryu
  • Publisher: Wirth, T. Ed., Wiley-VCH : Weinheim
• [Book] In Microreactors in Organic Synthesis and Catalysis ; Wirth, T. Ed (2008)
  • Author(s): Ryu, I., et.al.
  • Publisher: Wiley-VCH : Weinheim
• [Book] コンセプトで学ぶ有機化学 (2006)
  • Author(s): 井上将彦,柳日馨編著
  • Publisher: 化学同人
• [Book] 第5版実験化学講座,第14巻,第5章 (2006)
  • Author(s): 柳日馨
  • Publisher: 丸善
• [Book] ニトリルおよびイソニトリル,第5版実験化学講座,第14巻,第9章 (2006)
  • Author(s): 柳日馨
  • Publisher: 丸善
• [Book] In Electronic Encyclopedia of Reagents for Organic Synthesis (2006)
  • Author(s): T. Fukuyama, I. Ryu
  • Publisher: P.L.Paquette, D.Crich, G.Molander, Eds., John Wiley & Sons, Ltd
• [Book] Fuluorous Solvent, In Green Reaction Media in Organic Synthesis (2005)
  • Author(s): I. Ryu, H. Matsubara,
  • Publisher: K. Mikami Ed., Blackwell Publishing
• [Book] フルオラス化学のフロンティア,フルオラスケミストリー (2005)
  • Author(s): 柳日馨
  • Publisher: シーエムシー出版
• [Patent(Industrial Property Rights)] テトラヒドロピランを溶媒とするラジカル反応方法 (2007)
  • Inventor(s): 安田浩、柳日馨
  • Industrial Property Rights Holder: 昭和電工株式会社、公立大学法人大阪府立大学
  • Industrial Property Number: 2007-055549
  • Filing Date: 2007-03-06