Hydrogen Transfer Carbon-Carbon Bond Forming Reaction via Hetero-Nickelacycles

• Project/Area Number: 21245028
• Research Category: Grant-in-Aid for Scientific Research (A)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Osaka University
• Principal Investigator: OGOSHI SENSUKE 大阪大学, 工学(系)研究科(研究院), 教授 (30252589)
• Co-Investigator(Renkei-kenkyūsha): OHSHI Masato 大阪大学, 大学院工学研究科, 講師 (60397635) ; HOSHIMOTO Yoichi 大阪大学, 大学院工学研究科, 助教 (30710074)
• Project Period (FY): 2009-04-01 – 2013-03-31
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥47,970,000 (Direct Cost: ¥36,900,000、Indirect Cost: ¥11,070,000); Fiscal Year 2012: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2011: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2010: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2009: ¥20,280,000 (Direct Cost: ¥15,600,000、Indirect Cost: ¥4,680,000)
• Keywords: ニッケル / 酸化的環化 / 水素移動 / 炭素-炭素結合形成 / 触媒反応 / 有機金属錯体 / 環化付加反応 / アルミニウム / 有機金属

Research Abstract

The reaction of two different unsaturated compounds with Ni(0) species can give an acyclic organic compounds by formation of nickelacycles followed by beta-hydrogen elimination and reductive elimination. This reaction can be applied to the dimerization of aldehyde to give esters. Moreover, the selective crossed-dimerization of two different aldehydes to give one ester was also achieved.

Research Products

• [Journal Article] One-Pot, Single-Step and Gram-Scale Synthesis of Mononuclear [(η6-arene)Ni(N-heterocyclic Carbene)] Complexes; Useful Precursors of the Ni(0)-NHC Unit (2014)
  • Author(s): Y. Hoshimoto, Y. Hayashi, H. Suzuki, M. Ohashi, S. Ogoshi
  • Journal Title: Organometallics Volume: 33 Pages: 1276-1282
• [Journal Article] Nickel-Catalyzed Synthesis of N-Aryl-1,2-Dihydropyridines by [2+2+2] Cycloaddition of Imines with Alkynes through T-Shaped 14-Electron Aza-Nickelacycle Key Intermediates (2014)
  • Author(s): Y. Hoshimoto, T. Ohata, M. Ohashi, S. Ogoshi
  • Journal Title: Chem. Eur. J Volume: 20 Pages: 4105-4110
• [Journal Article] Palladium-Catalyzed Base-Free Suzuki-Miyaura Coupling Reaction of Fluorinated Alkenes and Arenes via a Palladium Fluoride Key Intermedite (2013)
  • Author(s): 大橋理人
  • Journal Title: European Journal of Organic Chemistry Volume: 3 Issue: 3 Pages: 443-447
  • DOI: 10.1002/ejoc.201201405
  • Peer Reviewed
• [Journal Article] Ni-Catalyzed [4+3+2] Cycloaddition of Ethyl Cyclopropylideneacetate and Dienynes: Scope and Mechanistic Insights (2013)
  • Author(s): R. Yamasaki, M. Ohashi, K. Maeda, T. Kitamura, M. Nakagawa, K. Kato, T. Fujita, R. Kamura, K. Kinoshita, H. Masu, I. Azumaya, S. Ogoshi, S. Saito
  • Journal Title: Chemistry - A European Journal Volume: 19 Issue: 10 Pages: 3415-3425
  • DOI: 10.1002/chem.201204087
  • Peer Reviewed
• [Journal Article] Nickel-catalyzed [2+2] Cycloaddition Reaction of Bulky Enones with Simple Alkynes. The Effect of Bulkiness of Substituent Attached at β-Carbon (2013)
  • Author(s): Abudoukadeer Abulimiti, Akira Nishimura, Masato Ohashi, Sensuke Ogoshi
  • Journal Title: Chemistry Letters Volume: 42 Issue: 8 Pages: 904-905
  • DOI: 10.1246/cl.130304
  • NAID: 10031189291
  • Peer Reviewed
• [Journal Article] Preparation of Trifluorovinyl Compounds by Lithium Salt Promoted Monoalkylation of Tetrafluoroethylene (2013)
  • Author(s): M. Ohashi, R. Kamura, R. Doi, S. Ogoshi
  • Journal Title: Chem. Lett. Volume: 42 Issue: 8 Pages: 933-935
  • DOI: 10.1246/cl.130294
  • NAID: 10031189301
  • Peer Reviewed
• [Journal Article] Carbon-Fluorine Bond Activation of Tetrafluoroethylene on Palladium (0) and Nickel (0) : Heat or Lewis Acidic Additive Promoted Oxidative Addition (2013)
  • Author(s): 大橋理人
  • Journal Title: Organometallics Volume: 32 Issue: 13 Pages: 3631-3639
  • DOI: 10.1021/om400255t
  • Peer Reviewed
• [Journal Article] Synthesis of Five- and Six-Membered Benzocyclic Ketones through Intramolecular Alkene Hydroacylation Catalyzed by Nickel(0)/N-Heterocyclic Carbenes (2012)
  • Author(s): Y. Hoshimoto, Y. Hayashi, H. Suzuki, M. Ohashi, S. Ogoshi
  • Journal Title: Angew. Chem. Int. Ed Volume: 51 Pages: 10812-10815
• [Journal Article] Nickel-Catalyzed Intermolecular [2 + 2] Cycloaddition of Conjugated Enynes with Alkenes (2012)
  • Author(s): A, Nishimura, M. Ohashi, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 134 Pages: 15692-15695
• [Journal Article] Nickel-Catalyzed Intermolecular [2+2] Cycloaddition of Conjugated Enynes with Alkenes (2012)
  • Author(s): Akira Nishimura
  • Journal Title: Journal of the American Chemical Society Volume: 134 Issue: 38 Pages: 15692-15695
  • DOI: 10.1021/ja3074775
  • Peer Reviewed
• [Journal Article] Synthesis of Five-and Six-Membered Benzocyclic Ketones through Intramolecular Alkene Hydroacylation Catalyzed by Nickel(0)/N-Heterocyclic Carbenes (2012)
  • Author(s): Yoichi Hoshimoto
  • Journal Title: Angewandte Chemie International Edition Volume: 51 Issue: 43 Pages: 10812-10815
  • DOI: 10.1002/anie.201206186
  • Peer Reviewed
• [Journal Article] Nickel-catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with Nitriles (2011)
  • Author(s): M. Ohashi, I. Takeda, M. Ikawa, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 133 Pages: 18018-18021
• [Journal Article] [3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Me2AlCl (2011)
  • Author(s): T. Tamaki, M. Ohashi, S. Ogoshi
  • Journal Title: Angew. Chem. Int. Ed Volume: 50 Pages: 12067-12070
• [Journal Article] Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β-Unsaturated Phenyl Esters with Alkynes (2011)
  • Author(s): M. Ohashi, T. Taniguchi, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 133 Pages: 14900-14903
• [Journal Article] Nickel-Catalyzed Selective Conversion of Two Different Aldehydes to Cross-Coupled Esters (2011)
  • Author(s): Y. Hoshimoto, M. Ohashi, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 133 Pages: 4668-4671
• [Journal Article] Palladium-catalyzed coupling reactions of tetrafluoroethylene with arylzinc compounds (2011)
  • Author(s): M. Ohashi, T. Kambara, T. Hatanaka, H. Saijo, R. Doi, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 133 Pages: 3256-3259
• [Journal Article] Nickel-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with Nitriles (2011)
  • Author(s): Ohashi, Masato
  • Journal Title: Journal of the American Chemical Society Volume: 133 Issue: 45 Pages: 18018-18021
  • DOI: 10.1021/ja208162w
  • Peer Reviewed
• [Journal Article] ニッケル・塩化アルミニウムを触媒とするシクロプロピルケトンとアルキンの[3+2]環化付加反応 (2011)
  • Author(s): 玉置喬士、大橋理人、生越専介
  • Journal Title: Angewandte Chemie International Edition Volume: VOL, 50 Issue: 50 Pages: 12067-12070
  • DOI: 10.1002/anie.201106174
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β- Unsaturated Phenyl￢esters with Alkynes (2011)
  • Author(s): Ohashi, Masato
  • Journal Title: Journal of the American Chemical Society Volume: 133 Issue: 38 Pages: 14900-14903
  • DOI: 10.1021/ja2059999
  • Peer Reviewed
• [Journal Article] [3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Me_2AlCl (2011)
  • Author(s): Tamaki, Takashi
  • Journal Title: Angewandte Chemie International Edition Volume: 50 Pages: 12067-12070
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β-Unsaturated Phenyl Esters with Alkynes (2011)
  • Author(s): Ohashi, Masato
  • Journal Title: Journal of the American Chemical Society Volume: 133 Pages: 14900-14903
  • Peer Reviewed
• [Journal Article] Intra-molecular Oxidative Cyclization of Alkenes and Nitriles with Nickel(0) (2011)
  • Author(s): Ohashi, Masato
  • Journal Title: Organometallics Volume: 30 Pages: 2765-2774
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed Selective Conversion of Two Different Aldehydes to Cross-Coupled Esters (2011)
  • Author(s): Hoshimoto, Yoichi
  • Journal Title: Journal of the American Chemical Society Volume: 133 Pages: 4668-4671
  • Peer Reviewed
• [Journal Article] Palladium-catalyzed coupling reactions of tetrafluoroethylene with arylzinc compounds (2011)
  • Author(s): Ohashi, Masato
  • Journal Title: Journal of the American Chemical Society Volume: 133 Pages: 3256-3259
  • Peer Reviewed
• [Journal Article] Formation of Six-membered Aza-nickelacycles by Oxidative Addition of Cyclopropyl Imines to Nickel(0) (2011)
  • Author(s): Tamaki, Takashi
  • Journal Title: Chemistry Letters Volume: 40 Pages: 248-249
  • Peer Reviewed
• [Journal Article] Nickel(0)-Catalyzed Formation of Oxaaluminacyclopentenes via an Oxanickelacyclopentene Key Intermediate : Me2AlOTf-Assisted Oxidative Cyclization of an Aldehyde and an Alkyne with Nickel(0) (2010)
  • Author(s): Ohashi, Masato
  • Journal Title: Organometallics Volume: 29 Pages: 6534-6540
  • Peer Reviewed
• [Journal Article] Nickel/Lewis Acid-Catalyzed Cyanoesterification and Cyanocarbamoylation of Alkynes (2010)
  • Author(s): Hirata, Yasuhiro
  • Journal Title: Journal of the American Chemical Society Volume: 132 Pages: 10070-10077
  • Peer Reviewed
• [Journal Article] Hydrofluoroarylation of Alkynes with Fluoroarenes (2010)
  • Author(s): Kyalo Stephen Kanyiva
  • Journal Title: Dalton Transactions Volume: 39 Pages: 10483-10494
  • Peer Reviewed
• [Journal Article] [3+3] Cyclodimerization of Methylenecyclopropanes : Stoichiometric and Catalytic Reactions of Nickel(0) with Electron-Deficient Alkylidenecyclopropanes (2010)
  • Author(s): Ohashi, Masato
  • Journal Title: Organometallics Volume: 29 Pages: 2386-2389
  • Peer Reviewed
• [Journal Article] Nickel-catalyzed Tishchenko reaction via hetero-nickelacycles by oxidative cyclization of aldehydes with nickel(0) complex (2010)
  • Author(s): Ogoshi, Sensuke
  • Journal Title: Chemical Communications Volume: 46 Pages: 3354-3356
  • Peer Reviewed
• [Journal Article] Nickel-catalyzed [2+2+2] Cycloaddition of Two Enones and an Alkyne (2010)
  • Author(s): Ogoshi, Sensuke
  • Journal Title: Organic Letters Volume: 12 Pages: 3450-3452
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed Direct Conjugate Addition of Simple Alkenes to Enones (2009)
  • Author(s): S. Ogoshi, T. Haba, M. Ohashi
  • Journal Title: J. Am. Chem. Soc Volume: 131 Pages: 10350-10351
• [Journal Article] Ni(0)-Catalyzed Formation of Azaaluminacyclopentenes via Azanickelacyclopentenes : A Unique Nickel/Aluminum Double Transmetalation Reaction (2009)
  • Author(s): M. Ohashi, O. Kishizaki, H. Ikeda, S. Ogoshi
  • Journal Title: J. Am. Chem. Soc Volume: 131 Pages: 9160-9161
• [Journal Article] Synthesis and Reactivity of Six-Membered Oxa-Nickelacycles : Ring-Opening Reaction of Cyclopropyl Ketones (Selected as the Cover Picture) (2009)
  • Author(s): Ogoshi, Sensuke
  • Journal Title: Chemistry-A European Journal Volume: 15 Pages: 10083-10091
  • Peer Reviewed
• [Journal Article] Ni(0)-Catalyzed Formation of Azaaluminacyclopentenes via Azanickelacyclopentenes : A Unique Nickel/Aluminum Double Transmetalation Reaction (2009)
  • Author(s): Ogoshi, Sensuke
  • Journal Title: Journal of the American Chemical Society Volume: 131 Pages: 9160-9161
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed Direct Conjugate Addition of Simple Alkenes to Enones (2009)
  • Author(s): Ogoshi, Sensuke
  • Journal Title: Journal of the American Chemical Society Volume: 131 Pages: 10350-10351
  • Peer Reviewed
• [Presentation] ニッケル触媒を用いた一酸化炭素を副生させないアルケンの新規分子内ヒドロアシル化反応 (2013)
  • Author(s): 林 由香里、星本 陽一、大橋 理人、生越 専介
  • Organizer: 第2回JACI/GSCシンポジウム
  • Place of Presentation: メルパルク大阪、大阪
• [Presentation] Effect of Lewis Acidic Additives on C-F bond Activation of Tetrafluoroethylene on Palladium (2013)
  • Author(s): Mitsutoshi Shibata, Masato Ohashi, Sensuke Ogoshi
  • Organizer: Internatinal Symposium on Relation between Homogeneous and Heterogeneous Catalysis (ISHHC-16)
  • Place of Presentation: 北海道大学
• [Presentation] Ni(0)/NHC-Catalyzed Intramolecular Hydroacylation of Alkenes through Oxanickelacycle Intermediate (2013)
  • Author(s): Yukari Hayashi, Yoichi Hoshimoto, Masato Ohashi, Sensuke Ogoshi
  • Organizer: Internatinal Symposium on Relation between Homogeneous and Heterogeneous Catalysis (ISHHC-16)
  • Place of Presentation: 北海道大学
• [Presentation] Nickel-catalyzed [2+2+2] Cycloaddition of an Imine with Alkynes (2013)
  • Author(s): Tomoya Ohata, Masato Ohashi, Sensuke Ogoshi
  • Organizer: Internatinal Symposium on Relation between Homogeneous and Heterogeneous Catalysis (ISHHC-16)
  • Place of Presentation: 北海道大学
• [Presentation] 「Nickel-Catalyzed Cycloaddition of α,β-Unsaturated Compounds with Alkynes (2013)
  • Author(s): Ogoshi, Sensuke
  • Organizer: The 15th Asian Chemical Congress
  • Place of Presentation: Resorts World Sentosa, Singapore
  • Invited
• [Presentation] 環状ニッケル錯体を鍵中間体とするエナールの 分子内ヒドロアシル化反応 (2013)
  • Author(s): 林 由香里、星本 陽一、大橋 理人、生越 専介
  • Organizer: 第60回有機金属化学討論会
  • Place of Presentation: 学習院大学、東京
• [Presentation] パラジウム触媒を用いるパーフルオロアルケン類の変換反応 (2012)
  • Author(s): 生越専介
  • Organizer: 第9回触媒相模セミナー
  • Place of Presentation: 東ソー東京センター
  • Year and Date: 2012-11-15
• [Presentation] 環状ニッケル化合物を反応中間体とする触媒反応開発 (2012)
  • Author(s): 生越専介
  • Organizer: 第102回有機合成シンポジウム
  • Place of Presentation: 早稲田大学国際会議場
  • Year and Date: 2012-11-09
• [Presentation] パーフルオロアルケン類の有用フッ素化合物への変換反応 (2012)
  • Author(s): 生越専介
  • Organizer: 第24回万有札幌シンポジウム
  • Place of Presentation: 北海道大学
  • Year and Date: 2012-07-07
• [Presentation] Nickel-Catalyzed Reactions of α,β-Unsaturated Compouds with Alkynes and Alkenes: Selective Synthesis of Cyclic and Acyclic Compounds (2012)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 17th Malaysian Chemical Congress
  • Place of Presentation: Kuala Lumpur, Malaysia
• [Presentation] Oxidative cyclization of nitriles with alkenes or 1,3-dienes on nickel(0) (2012)
  • Author(s): Ohashi, Masato
  • Organizer: 244th American Chemical Society National Meeting & Exposition
  • Place of Presentation: Pennsylvania Convention Center, American
• [Presentation] Palladium-Catalyzed Coupling Reaction of Perfluoroarenes with diarylzinc reagents (2012)
  • Author(s): Doi, Ryohei
  • Organizer: XXV International Conference on Organometallic Chemistry2012(ICOMC2012）
  • Place of Presentation: Lisbon University
• [Presentation] Ni(0)を触媒とするイミンとアルキン2分子との[2+2+2]環化付加反応 (2012)
  • Author(s): 大畑 智也、大橋 理人、生越 専介
  • Organizer: 第110回触媒討論会
  • Place of Presentation: 九州大学
• [Presentation] Ni(0)触媒を用いたα,ω -エナールの分子内ヒドロア シル化 (2012)
  • Author(s): 林 由香里、星本 陽一、大橋 理人、生越 専介
  • Organizer: 第110回触媒討論会
  • Place of Presentation: 九州大学
• [Presentation] 不斉ニッケル-NHC触媒を用いたエノンとアルキンとのエナチオ選択的 [2+2]環化付加反応 (2012)
  • Author(s): 十倉 大夢、西村 章、大橋 理人、生越 専介
  • Organizer: 第110回触媒討論会
  • Place of Presentation: 九州大学
• [Presentation] Nickel-Catalyzed Cycloadditon Reactions of α,β-Unsaturated Compouds with Alkynes (2012)
  • Author(s): Ogoshi, Sensuke
  • Organizer: Cambodian Malaysian Chemical Conference
  • Place of Presentation: Siem Reap, Cambodian
  • Invited
• [Presentation] 環状ニッケル化合物を反応中間体とする触媒反応開発 (2012)
  • Author(s): 生越 専介
  • Organizer: 第102回有機合成シンポジウム
  • Place of Presentation: 早稲田大学国際会議場、東京
  • Invited
• [Presentation] パラジウム触媒を用いるパーフルオロアルケン類の変換反応 (2012)
  • Author(s): 生越 専介
  • Organizer: 第9回触媒相模セミナー
  • Place of Presentation: 東ソー東京センター、神奈川
  • Invited
• [Presentation] Palladium-Catalyzed Coupling Reaction of Tetrafluoroethylene with Arylboronates (2012)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 3rd International Symposium on Creation of Functional Materials
  • Place of Presentation: 筑波大学
  • Invited
• [Presentation] Dehydrogenative [4+2] Cycloaddition of 1,3-Dienes with Nitriles Catalyzed by Nickel(0) Complexes (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: International Symposium on OrganoMetallic Chemistry 2011
  • Place of Presentation: 大阪大学
  • Year and Date: 2011-11-12
• [Presentation] Nickel-catalyzed selective crossed dimerization of two different aldehydes (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: The 14th Asian Chemical Congress 2011 (14 ACC)
  • Place of Presentation: バンコク(タイ)
  • Year and Date: 2011-09-06
• [Presentation] Dehydrogenative [4+2] Cycloaddition of 1,3-Dienes with Nitriles Catalyzed by Nickel(0) Complexes (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: the 16th IUPAC International Symposium on Organometallic Chemistry (OMCOS16)
  • Place of Presentation: 上海(中国)
  • Year and Date: 2011-07-26
• [Presentation] Palladium-catalyzed Coupling Reaction of Tetrafluoroethylene with Ar2Zn (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 10th International Symposium on Organic Reactions
  • Place of Presentation: 横浜
• [Presentation] テトラフルオロエチレンの触媒的変換反応 (2011)
  • Author(s): 生越専介
  • Organizer: 第35回フッ素化学討論会
  • Place of Presentation: 岡山
• [Presentation] Nickel-catalyzed selective crossed dimerization of two different aldehydes (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 4th Asian Chemical Congress
  • Place of Presentation: Bangkok, Thailand
• [Presentation] Palladium-Catalyzed Cross-Coupling Reaction of Tetrafluoroethylene (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: International Symposium on Catalysis & Fine Chemicals 2011
  • Place of Presentation: 奈良
  • Invited
• [Presentation] Dehydrogenative [4+2] Cycloaddition of 1,3-Dienes with Nitriles Catalyzed by Nickel(0) Complexes (2011)
  • Author(s): Ogoshi, Sensuke
  • Organizer: International Symposium on OrganoMetallic Chemistry 2011
  • Place of Presentation: 豊中
  • Invited
• [Presentation] [2+2+2]Cycloaddition of Two Enones and An Alkyne via Oxidative Cyclization of An Alkyne and An Enone with A Nickel(0) Complex (2010)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 24^<th> International Conference on Organometallic Chemistry (ICOMC 2010)
  • Place of Presentation: 台北(台湾)
  • Year and Date: 2010-07-21
• [Presentation] [2+2+2] Cycloaddition of Two Enones and An Alkyne via Oxidative Cyclization of An Alkyne and An Enone with A Nickel(0) Complex (2010)
  • Author(s): Ogoshi, Sensuke
  • Organizer: 24th International Conference on Organometallic Chemistry (ICOMC 2010)
  • Place of Presentation: 台北(台湾)
  • Year and Date: 2010-07-21
• [Presentation] Nickel-catalyzed Reaction via Oxidative Cyclization (2009)
  • Author(s): Ogoshi, Sensuke
  • Organizer: China-Japan Symposium on Advanced OrganicChemistry
  • Place of Presentation: Shanghai, China
  • Year and Date: 2009-11-28
• [Presentation] ニッケル触媒による単純アルケンのエノンへの直接共役付加 (2009)
  • Author(s): 生越専介
  • Organizer: 第56回有機金属化学討論会
  • Place of Presentation: 京都
  • Year and Date: 2009-09-09
• [Remarks]
  • URL: http://www.chem.eng.osaka-u.ac.jp/~kuroken/index.html
• [Remarks] 生越研究室 Publications
  • URL: http://www.chem.eng.osaka-u.ac.jp/~ogoshi-lab/publication/index.html
• [Remarks] 生越研究室 Research
  • URL: http://www.chem.eng.osaka-u.ac.jp/~ogoshi-lab/research/index.html
• [Patent(Industrial Property Rights)] テトラフルオロエチレンの還元体の製造方法 (2011)
  • Inventor(s): 生越専介, 大橋理人, 永井隆文, 柴沼俊
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 永井隆文, 柴沼俊
  • Industrial Property Number: 2011-046614
  • Filing Date: 2011-03-03
• [Patent(Industrial Property Rights)] 含フッ素有機亜鉛化合物および有機フッ素化合物の製造方法 (2011)
  • Inventor(s): 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文, 板垣綱之
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文, 板垣綱之
  • Industrial Property Number: 2011-053263
  • Filing Date: 2011-03-10
• [Patent(Industrial Property Rights)] 含フッ素有機亜鉛化合物および有機フッ素化合物の製造方法 (2011)
  • Inventor(s): 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文
  • Industrial Property Number: 2011-053403
  • Filing Date: 2011-03-10
• [Patent(Industrial Property Rights)] 含フッ素オレフィン誘導体の製造方法 (2011)
  • Inventor(s): 生越専介, 大橋理人, 永井隆文, 柴沼俊, 足達健二
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 永井隆文, 柴沼俊, 足達健二
  • Industrial Property Number: 2011-053624
  • Filing Date: 2011-03-10
• [Patent(Industrial Property Rights)] 含フッ素ビニル誘導体の製造方法 (2011)
  • Inventor(s): 生越専介, 大橋理人, 永井隆文, 柴沼俊, 足達健二
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 永井隆文, 柴沼俊, 足達健二
  • Industrial Property Number: 2011-053625
  • Filing Date: 2011-03-10
• [Patent(Industrial Property Rights)] 置換された含フッ素オレフィンの製造方法 (2011)
  • Inventor(s): 永井隆文, 柴沼俊, 生越専介, 大橋理人
  • Industrial Property Rights Holder: 永井隆文, 柴沼俊, 生越専介, 大橋理人
  • Filing Date: 2011-03-03
  • Overseas
• [Patent(Industrial Property Rights)] ヘキサフルオロ-1,3-ブタジエンの製造方法 (2010)
  • Inventor(s): 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文
  • Industrial Property Number: 2010-189969
  • Filing Date: 2010-08-26
• [Patent(Industrial Property Rights)] 置換された1,1,2-トリフルオロエテニル亜鉛の製造方法 (2010)
  • Inventor(s): 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文, 板垣綱之
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 足達健二, 柴沼俊, 永井隆文, 板垣綱之
  • Industrial Property Number: 2010-189974
  • Filing Date: 2010-08-26
• [Patent(Industrial Property Rights)] 置換された含フッ素オレフィンの製造方法 (2010)
  • Inventor(s): 生越専介, 大橋理人, 永井隆文, 柴沼俊
  • Industrial Property Rights Holder: 生越専介, 大橋理人, 永井隆文, 柴沼俊
  • Industrial Property Number: 2010-230843
  • Filing Date: 2010-10-13
• [Patent(Industrial Property Rights)] 置換された含フッ素オレフィンの製造方法 (2010)
  • Inventor(s): 生越専介、大橋理人、永井隆文、柴沼俊
  • Industrial Property Rights Holder: 大阪大学・ダイキン工業
  • Industrial Property Number: 2010-046866
  • Filing Date: 2010-03-03
• [Patent(Industrial Property Rights)] テトラフルオロエチレンの還元体の製造方法 (2010)
  • Inventor(s): 生越専介、大橋理人、永井隆文、柴沼俊
  • Industrial Property Rights Holder: 大阪大学・ダイキン工業
  • Industrial Property Number: 2010-046915
  • Filing Date: 2010-03-03
• [Patent(Industrial Property Rights)] 有機フッ素化合物の合成方法 (2010)
  • Inventor(s): 生越専介、大橋理人、足達健二、永井隆文
  • Industrial Property Rights Holder: 大阪大学・ダイキン工業
  • Industrial Property Number: 2010-048416
  • Filing Date: 2010-03-04