Syntheses of Donor-Acceptor Cyclooctatetraenes and Their Application to Organic Materials

• Project/Area Number: 15K05440
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Okayama University of Science
• Principal Investigator: Orita Akihiro 岡山理科大学, 工学部, 教授 (30262033)
• Co-Investigator(Renkei-kenkyūsha): Wakamatsu Kan 岡山理科大学, 理科部化学科, 准教授 (60271425)
• Project Period (FY): 2015-04-01 – 2019-03-31
• Project Status: Completed (Fiscal Year 2018)
• Budget Amount: ¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000); Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
• Keywords: アセチレン / 吸収スペクトル / 蛍光スペクトル / シクロオクタテトラエン / スルホン / ピレン / 結晶多形 / 色素 / ドナー / アクセプター / 金属表面科学 / 脱保護 / 可視光色素 / クリック反応 / 末端アセチレン / 有機合成 / ジベンゾシクロオクタジエン / ドナーアクセプター / 蛍光 / ジベンゾシクロオクタジエンエン

Outline of Final Research Achievements

A synthetic protocol for cyclooctatetraenes was developed by using formylbenzyl sulfones as starting compounds. The products showed a large solvent effect in photoluminescence and mechanochromism in the solid states. We developed a synthetic design for stimuli-responsive organic dyes by combination of planar pai-systems with large substituents. We prepared propyne equivalent which was easy-to-handle, and applied it to syntheses of arylpropynes which could be transformed largely expanded pai-systems. We demonstrated that consecutive desilylation and oligomerization in-situ prepared terminal ethynes.

Academic Significance and Societal Importance of the Research Achievements

有機ELに利用可能な発光体の合成や，スマートインクとして秘密情報を安全に送ることが可能な色素の合成指針を明らかにした．また，これまで合成が困難であった新機能分子を比較的簡便かつ安価な原料から合成する方法を開発した．

Research Products

• [Journal Article] Diacetylene Linked Anthracene Oligomers Synthesized by One-Shot Homocoupling of Trimethylsilyl on Cu(111) (2018)
  • Author(s): Kawai Shigeki, Krejci Ondrej, Foster Adam S., Pawlak Remy, Xu Feng, Peng Lifen, Orita Akihiro, Meyer Ernst
  • Journal Title: ACS Nano Volume: 12 Issue: 8 Pages: 8791-8797
  • DOI: 10.1021/acsnano.8b05116
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Synthesis of Aryl C-Glycosides via Iron-Catalyzed Cross Coupling of Halosugars: Stereoselective Anomeric Arylation of Glycosyl Radicals (2017)
  • Author(s): Adak Laksmikanta、Kawamura Shintaro、Toma Gabriel、Takenaka Toshio、Isozaki Katsuhiro、Takaya Hikaru、Orita Akihiro、Li Ho C.、Shing Tony K. M.、Nakamura Masaharu
  • Journal Title: Journal of the American Chemical Society Volume: 139 Issue: 31 Pages: 10693-10701
  • DOI: 10.1021/jacs.7b03867
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Trimethylsilyl Group Assisted Stimuli Response: Self-Assembly of 1,3,6,8-Tetrakis((trimethysilyl)ethynyl)pyrene (2017)
  • Author(s): F. Xu, T. Nishida, K. Shinohara, L. Peng, M. Takezaki, T. Kamada, H. Akashi, H. Nakamura, K. Sugiyama, K. Ohta, *A. Orita, J. Otera
  • Journal Title: Organometallics Volume: 36 Issue: 3 Pages: 556-563
  • DOI: 10.1021/acs.organomet.6b00781
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] A Simple Method for the Removal of Organotin Residues from Acetates and a Homoallylic Alcohol Prepared from Organostannane Reagents: Column Chromatography Using 10%-Moist SiO2 (2016)
  • Author(s): T. Nishida, D. Matsuda, I. Kasuga, *A. Orita, *J. Otera
  • Journal Title: Chem. Lett. Volume: 45 Issue: 11 Pages: 1280-1282
  • DOI: 10.1246/cl.160736
  • NAID: 130005509481
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Dual Emission and Mechanofluorochromism of a V-Shaped pi-System Composed of Disulfonyl-Substituted Dibenzocyclooctatetraenes (2016)
  • Author(s): T. Nishida, S. Ohta, F. Xu, K. Shinohara, T. Kamada, H. Akashi, M. Takezaki, K. Wakamatsu, *A. Orita
  • Journal Title: Organic Letters Volume: 18 Issue: 16 Pages: 3988-3991
  • DOI: 10.1021/acs.orglett.6b01786
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Synthesis of diarylenynes by olefination of 1-arylpropyne with arylaldehyde and their optical properties (2016)
  • Author(s): K. Shinohara, T. Nishida, R. Wada, L. Peng, Y. Minoda, *A. Orita, J. Otera
  • Journal Title: Tetrahedron Volume: 72 Issue: 29 Pages: 4427-4434
  • DOI: 10.1016/j.tet.2016.06.018
  • Peer Reviewed / Acknowledgement Compliant
• [Presentation] Synthesis of Monoiododiarenopentalene: Addition of in situ Prepared Hydrogen Iodide to Sondheimer-Wong Diyne (2018)
  • Author(s): ○Akihiro Orita, Yasuhiro Okuda, Sakimaru Mori, Masaki Taniguchi
  • Organizer: The Third International Symposium on the Synthesis and Application of Curved Organic pi-Molecules & Materials (CURO-pai III)
  • Int'l Joint Research
• [Presentation] アセチレン誘導体の簡略化合成法の開発と有機材料創製への応用 (2018)
  • Author(s): 折田明浩
  • Organizer: 第34回若手化学者のための化学道場（in 高知）
  • Invited
• [Presentation] One-shot Oligomerization of 9,10-Diethynylanthracene on Cu(111): Consecutive Desilylation and Homo-coupling of 9,10-Bis(trimethylsilylethynyl)anthracene (2018)
  • Author(s): Akihiro Orita, Shigeki Kawai, Adam S. Foster, Yasuhiro Okuda, and Ernst Meyer
  • Organizer: The 4th International Symposium on Middle Molecular Strategy
  • Int'l Joint Research
• [Presentation] 9,10-ビス(トリメチルシリル)アントラセンを用いた銅(111)面上でのワンショット脱シリル-Glaserカップリング (2018)
  • Author(s): ○折田明浩、川井 茂樹、Foster Adam S.、奥田靖浩、Meyer Ernst
  • Organizer: 日本化学会第99春季年会(2019)
• [Presentation] One-shot desilylation and Glaser coupling of 9,10-bis(trimethylsilylethynyl)anthracene on Cu(111). (2018)
  • Author(s): ○ORITA, Akihiro; KAWAI, Shigeki; FOSTER, Adam S.; OKUDA, Yasuhiro; MEYER, Ernst
  • Organizer: 日本化学会 第99春季年会
• [Presentation] Development of Aminoacetylene Derivatives for Effective Synthesis of Organonitrogen Bioactive Compounds (2018)
  • Author(s): ○OKUDA, Yasuhiro; SEO, Tomoyo; SHIGEZANE, Yuki; ORITA, Akihiro
  • Organizer: 日本化学会 第99春季年会
• [Presentation] Synthesis and Physicochemical Properties of Air-Stable Ynamines, and the Subsequent Dephosphorylative Click Reaction (2018)
  • Author(s): ○OKUDA, Yasuhiro; SEO, Tomoyo; SHIGEZANE, Yuki; ORITA, Akihiro
  • Organizer: 日本化学会 第99春季年会
• [Presentation] 9-ボラフルオレン誘導体を用いた歪みアルキンの芳香環化による湾曲πシステムの構築 (2018)
  • Author(s): ○荒井由土・庄子良晃・奥田靖浩・折田明浩・福島孝典
  • Organizer: 日本化学会 第99春季年会
• [Presentation] カーボンナノチューブ内包配向基を有する可視光色素の合成 (2018)
  • Author(s): 奥田靖浩・〇渡部光・森咲丸・山田祐嗣・折田明浩
  • Organizer: 2018年日本化学会中国四国支部大会 愛媛大会
• [Presentation] ブロモホスホリルエチンを用いる機能性アセチレンの合成・変換プロセス (2018)
  • Author(s): ○奥田靖浩・重實悠希・瀬尾朋世・折田明浩
  • Organizer: 2018年日本化学会中国四国支部大会 愛媛大会
• [Presentation] One-shot Glaser coupling of 9,10-bis(trimethylsilylethynyl)anthracene on Cu(111) (2018)
  • Author(s): 〇折田明浩・川井茂樹・Adam S. Foster・奥田靖浩・Ernst Meyer
  • Organizer: 2018年日本化学会中国四国支部大会 愛媛大会
• [Presentation] One-pot Synthesis of Sondheimer-Wong Diynes and Their Transformations to Pentalene Derivatives through Transannulation (2018)
  • Author(s): ○Akihiro Orita, Yasuhiro Okuda, Sakimaru Mori and Masaki Taniguchi
  • Organizer: The 8th Spanish-Portuguese-Japanese Organic Chemistry Symposium (8th SPJ-OCS)
  • Int'l Joint Research
• [Presentation] 不安定化学種の銅(111)面上でのワンショットオリゴマー化反応：9,10-ビス(トリメチルシリルエチニル)アントラセンの脱シリル化とホモカップリング (2018)
  • Author(s): ○折田明浩，川井茂樹，Adam S. Foster，奥田 靖浩 ，Ernst Meyer
  • Organizer: フルオラス科学研究会第１１回シンポジウム
• [Presentation] 安定なイナミン等価体を用いる銅触媒クリック反応 (2018)
  • Author(s): ○奥田靖浩、瀬尾朋世、重實悠希、竹本真愛、折田明浩
  • Organizer: 第６５回有機金属化学討論会
• [Presentation] Synthesis of Butadiynes via Palladium-Catalyzed Cross-Coupling of Bromo(phosphoryl)ethyne. (2018)
  • Author(s): ○Yasuhiro Okuda, Yuki Shigezane, Akihiro Orita
  • Organizer: The 4th International Symposium on C-H Activation (ISCHA4)
  • Int'l Joint Research
• [Presentation] Akihiro Orita, Shigeki Kawai, Adam S. Foster Yasuhiro Okuda, Ernst Meyer (2018)
  • Author(s): One-shot Oligomerization of Unstable Terminal Ethyne on Cu(111): Consecutive Desilylation and Homo-coupling of 9,10-Bis(trimethylsilylethynyl)anthracene
  • Organizer: The 14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)
  • Int'l Joint Research
• [Presentation] Two-step Syntheses of Fluorescent Enynes Using 1-Phosphorylpropyne as Starting Compound (2017)
  • Author(s): Akihiro Orita, Kenta Shinohara, Takanori Nishida, Lifen Peng
  • Organizer: 日本化学会 第97春季年会
  • Place of Presentation: 横浜
  • Year and Date: 2017-03-16
• [Presentation] Two-step Syntheses of Fluorescent Enynes Using 1-Phosphorylpropyne as Starting Compound (ATP) (2017)
  • Author(s): Akihiro Orita, Kenta Shinohara, Takanori Nishida, Lifen Peng
  • Organizer: 日本化学会 第97春季年会
  • Place of Presentation: 横浜
  • Year and Date: 2017-03-16
• [Presentation] Trimethylsilyl Group-Assisted Stimuli-Response: 1,3,6,8-Tetrakis(trimethysilylethynyl)pyrene (2017)
  • Author(s): Akihiro Orita, Feng Xu, Takanori Nishida and Junzo Otera
  • Organizer: 17th International Symposium on Novel Aromatics ( ISNA 2017)
  • Int'l Joint Research
• [Presentation] Naphthalene/I2-Promoted Radical Transannulation For Monoiododibenzopentalene (2017)
  • Author(s): Akihiro Orita, Takanori Nishida, Kenta Shinohara, Feng Xu, Yasuhiro Okuda
  • Organizer: 17th International Symposium on Novel Aromatics ( ISNA 2017)
  • Int'l Joint Research
• [Presentation] New Synthesis of Dibenzopentalenes via Radical Transannulation (2017)
  • Author(s): Yasuhiro Okuda, Takanori Nishida, Hirofumi Yamashita, and Akihiro Orita
  • Organizer: 第64回 有機金属化学討論会
• [Presentation] ラジカル渡環反応によるジアレノペンタレンの合成 (2017)
  • Author(s): 折田明浩・奥田靖浩 ・西田孝徳 ・山下博文 ・萩原貴史
  • Organizer: 第28回基礎有機化学討論会
• [Presentation] 刺激応答型アセチレン系色素の開発 (2017)
  • Author(s): 折田 明浩、西田 孝徳、Xu Feng、奥田 靖浩
  • Organizer: 第34回有機合成化学セミナー
• [Presentation] ヨウ化水素簡便発生法を利用したペンタレン合成 (2017)
  • Author(s): 折田明浩・奥田 靖浩・西田 孝徳・山下 博文・萩原 貴史
  • Organizer: フルオラス科学研究会第10回シンポジウム
• [Presentation] 可視光吸収型光電変換色素の官能基化 (2017)
  • Author(s): 折田明浩・奥田靖浩・森本健宏・酒井優治・堀内大輝
  • Organizer: 第47回複素環化学討論会
• [Presentation] 刺激応答型蛍光性ピレン誘導体の合成 (2017)
  • Author(s): 折田 明浩・ 奥田 靖浩・ 西田 孝徳・ Xu Feng・ 中村 広夢・ 杉山 晃生・ 太田 和親
  • Organizer: 第26回有機結晶シンポジウム
• [Presentation] ホスホリル基を有するブロモアルキンのヘテロ官能化と続く変換反応 (2017)
  • Author(s): 奥田靖浩、堀川義弘、北山貴之、折田明浩
  • Organizer: 2017年日本化学会中国四国支部大会
• [Presentation] 渡環反応を利用したヨードペンタレンの合成 (2017)
  • Author(s): 折田明浩・西田孝徳・奥田靖浩・萩原貴史・若松寛・井上のどか
  • Organizer: 2017年日本化学会中国四国支部大会
• [Presentation] 光電変換を指向したドナーアクセプター型色素の合成 (2017)
  • Author(s): 奥田靖浩・森本健宏・花戸千秋・堀内大輝・折田明浩
  • Organizer: 2017年日本化学会中国四国支部大会
• [Presentation] Synthesis of Diarenopentalene: Addition of in situ Prepared Hydrogen Iodide to Sondheimer-Wong Diyne (2017)
  • Author(s): Akihiro Orita, Yasuhiro Okuda, Takanori Nishida, Hirofumi Yamashita and Takafumi Hagihara
  • Organizer: The 11th International Symposium on Integrated Synthesis (ISONIS-11) The 3rd International Symposium on Middle Molecular Strategy (ISMMS-3)
  • Int'l Joint Research
• [Presentation] テトラシリルエチニルピレン：刺激応答型蛍光化合物の設計と合成 (2017)
  • Author(s): 折田明浩・西田孝徳・シュウフェン・奥田靖浩・中村広夢・杉山晃生・太田和親
  • Organizer: 第44回有機典型元素化学討論会
• [Presentation] Synthesis of Diarenopentalenes: Consecutive in situ Preparation of Hydrogen Iodide and Transannulation of Sondheimer-Wong Diynes (2017)
  • Author(s): Akihiro Orita, Yasuhiro Okuda, Takanori Nishida, Hirofumi Yamashita and Takafumi Hagihara
  • Organizer: The First International Coference on Automated Flow and Microreactor Synthesis (ICAMS-1)
  • Int'l Joint Research
• [Presentation] Synthesis of Donor-Acceptor-Substituted Dye Having a Directing Group for Photoelectric Conversion (2017)
  • Author(s): Yasuhiro Okuda, Takafumi Hagihara, Takehiro Morimoto, and Akihiro Orita
  • Organizer: The First International Coference on Automated Flow and Microreactor Synthesis (ICAMS-1)
  • Int'l Joint Research
• [Presentation] Synthesis of Diarenopentalenes: Consecutive Photo-induced Preparation of Hydrogen Iodide and Its Addition to Sondheimer-Wong Diyne (2017)
  • Author(s): Akihiro Orita, Takanori Nishida, Yasuhiro Okuda, Takafumi Hagihara, Kan Wakamatsu
  • Organizer: 日本化学会 第98春季年会
• [Presentation] Synthesis of Ynamines via C(sp)-N Bond Formation (2017)
  • Author(s): Yasuhiro Okuda, Daisuke Goto, Yoshihiro Horikawa, Shinsuke Ohno, Akihiro Orita
  • Organizer: 日本化学会 第98春季年会
• [Presentation] Synthesis of Trimethylsilyl Group-Assisted Stimuli-Response: Self-Assembly of 1,3,6,8-Tetra(trimethysilylethynyl)pyrene (2016)
  • Author(s): Akihiro Orita, Feng Xu, Takanori Nishida, Kenta Shinohara, Junzo Otera
  • Organizer: The 10th International Symposiumon Integrated Synthesis(ISONIS-10)
  • Place of Presentation: 淡路
  • Year and Date: 2016-11-18
  • Int'l Joint Research
• [Presentation] Synthesis of and Photoluminescence of V-shaped pai-System: Synthesis and Dual Emission of Dibenzocyclooctatetraene (2016)
  • Author(s): Takanori Nishida, Shinya Ohta, Koji Nishimura, Yuki Miyake, Akihiro Orita
  • Organizer: The 10th International Symposiumon Integrated Synthesis(ISONIS-10)
  • Place of Presentation: 淡路
  • Year and Date: 2016-11-18
  • Int'l Joint Research
• [Presentation] ジフェニルホスホリル基を末端アセチレンの保護基に用いた精密薗頭カップリング (2016)
  • Author(s): 折田明浩、篠原賢太、西田孝徳、ペンリーフェン、式見朋也、奥隆仁、大寺純蔵
  • Organizer: 第110回有機合成シンポジウム2016年【秋】
  • Place of Presentation: 東京
  • Year and Date: 2016-11-10
• [Presentation] ホスホリル保護基を用いた段階的クリック反応 (2016)
  • Author(s): 式見 朋也, 西田 孝徳, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] マイクロリアクターを用いた迅速選択的クリック反応 (2016)
  • Author(s): 三宅 裕樹, 西田 孝徳, 渡部 光, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] ナフトペンタレン誘導体の合成 (2016)
  • Author(s): 辻井 大志, 西田 孝徳, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] 刺激応答型シリルエチニルピレンの合成とその発光挙動 (2016)
  • Author(s): 折田 明浩, 西田 孝徳, Xu Feng
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] マイクロリアクターを用いた選択的ダブルクリック反応 (2016)
  • Author(s): 奥 隆仁, 西田 孝徳, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] 二重発光：V 形π共役環状ビニルスルホンの合成とその発光挙動 (2016)
  • Author(s): 西田 孝徳, Xu Feng, 西邑 浩司, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] フェニレンエチニレン型芳香族アミドの合成とその発光挙動 (2016)
  • Author(s): 西邑 浩司, 西田 孝徳, 藤原 奈々,折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] 可視領域に吸収帯を有する光電変換色素の開発 (2016)
  • Author(s): 松田 大輝, 西田 孝徳, 三浦 健, 折田 明浩
  • Organizer: 2016年日本化学会中国四国支部大会 香川大会
  • Place of Presentation: 高松
  • Year and Date: 2016-11-05
• [Presentation] Dual Emission and Mechanofluorochromism of a V-shaped π-System: Disulfonyl-substituted Dibenzocyclooctatetraenes (2016)
  • Author(s): Akihiro Orita, Takanori Nishida, Shinya Ohta, Feng Xu
  • Organizer: 2nd Internationall Symposium on the Synthesis and Application of Curved Organic Pi-Molecules & Materials
  • Place of Presentation: 米国 オレゴン州
  • Year and Date: 2016-09-12
  • Int'l Joint Research
• [Presentation] テトラシリルエチニルピレン：刺激応答による発光変化 (2016)
  • Author(s): 折田明浩・西田孝徳・シュウ フェン・中村広夢・杉山晃生・太田和親
  • Organizer: 第２７回基礎有機化学討論会
  • Place of Presentation: 広島
  • Year and Date: 2016-09-01
• [Presentation] Ｖ型パイ共役系の合成とその発光特性：ジベンゾシクロオクタジエンの合成と二重発光 (2016)
  • Author(s): 西田孝徳・太田進也・西邑浩司・三宅裕樹・折田明浩
  • Organizer: 第２７回基礎有機化学討論会
  • Place of Presentation: 広島
  • Year and Date: 2016-09-01
• [Presentation] Synthesis of V-shaped Eight-membered Cyclic Vinylsulfones and Their Photoluminescence (2016)
  • Author(s): Takanori Nishida, Shinya Ohta, Koji Nishimura, Yuki Miyake, Akihiro Orita
  • Organizer: The 13th International Conference on the Chemistry of Selenium and Tellurium
  • Place of Presentation: 岐阜
  • Year and Date: 2016-05-23
  • Int'l Joint Research
• [Presentation] Syntheses of Unsymmetrically Substituted Sondheimer-Wong Diynes (2016)
  • Author(s): Akihiro Orita, Feng Xu, Takanori Nishida, Hiroyuki Tsujii
  • Organizer: The 13th International Conference on the Chemistry of Selenium and Tellurium
  • Place of Presentation: 岐阜
  • Year and Date: 2016-05-23
  • Int'l Joint Research
• [Presentation] V-Shaped π-System: Synthesis of Diphenylsulfonylsubstituted Dibenzocyclooctadienes and Their Photoluminescence (2016)
  • Author(s): Akihiro Orita, Shinya Ohta, Takanori Nishida, Kenta Shinohara, Koji Nishimura
  • Organizer: The 12th International Symposium on Organic Reactions and The 6th German-Japanese Symposium on Electrosynthesis
  • Place of Presentation: 京都
  • Year and Date: 2016-04-22
  • Int'l Joint Research
• [Presentation] Photoluminescence of π-System Having Bulky Substituents: 1,3,6,8-Tetra(trimethylsilylethynyl)pyrene (2016)
  • Author(s): Takanori Nishida, Feng Xu, Kenta Shinohara, Yuki Miyake, Akihiro Orita
  • Organizer: The 12th International Symposium on Organic Reactions and The 6th German-Japanese Symposium on Electrosynthesis
  • Place of Presentation: 京都
  • Year and Date: 2016-04-22
  • Int'l Joint Research
• [Presentation] Syntheses of Sondheimer-Wong Diynes and Their Transformation to Diarenopentalenes (2016)
  • Author(s): Akihiro Orita, Feng Xu, Kenta Shinohara, Takanori Nishida and Hiroyuki Tsujii
  • Organizer: The 12th International Symposium on Organic Reactions and The 6th German-Japanese Symposium on Electrosynthesis
  • Place of Presentation: 京都
  • Year and Date: 2016-04-22
  • Int'l Joint Research
• [Presentation] Synthesis of eight-membered cyclic vinylsulfones and their photoluminescence (2016)
  • Author(s): ○ORITA, Akihiro; WAKAMATSU, Kan; OHTA, Shinya; NISHIDA, Takanori; TOMIYAMA, Katsutoshi; SHINOHARA, Kenta
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京都
  • Year and Date: 2016-03-24
• [Presentation] 固体状態での1,3,6,8-テトラ(トリメチルシリルエチニル)ピレンの発光挙動 (2016)
  • Author(s): 折田 明浩・○西田 孝徳・シュウ フェン・中村 広夢・杉山 晃生・太田 和親
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京都
  • Year and Date: 2016-03-24
• [Presentation] フルオロフェニル基を有するパイ共役拡張型芳香族アミドの合成 (2016)
  • Author(s): 折田明浩・西邑浩司、西田孝徳
  • Organizer: フルオラス科学研究会第９回シンポジウム
  • Place of Presentation: 名古屋
• [Presentation] Two-step Synthesis of Aromatic Enynes from 1-Phosphorylpropynes (2015)
  • Author(s): Akihiro Orita, ○Kenta Shinohara, Takanori Nishida, Lifen Peng, Ryosuke Wada and Junzo Otera
  • Organizer: The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
  • Place of Presentation: 京都
  • Year and Date: 2015-11-09
  • Int'l Joint Research
• [Presentation] Photoluminescence of 1,3,6,8-Tetra(trimethylsilylethynyl)pyrene in Solid States (2015)
  • Author(s): Akihiro Orita, ○Takanori Nishida, Feng Xu, Kenta Shinohara, Issei Kasuga and Junzo Otera
  • Organizer: The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
  • Place of Presentation: 京都
  • Year and Date: 2015-11-09
  • Int'l Joint Research
• [Presentation] １－プロピニルアレーンを原料に用いたエンイン型発光体の自在合成 (2015)
  • Author(s): 折田明浩・○篠原賢太・西田孝徳・ペン リーフェン・和田涼輔・大寺純蔵
  • Organizer: 第26回基礎有機化学討論会
  • Place of Presentation: 松山
  • Year and Date: 2015-09-24
• [Presentation] 1,3,6,8-テトラ(トリメチルシリルエチニル)ピレンの結晶での蛍光発光 (2015)
  • Author(s): 折田明浩・○西田孝徳・シュウ フェン・篠原賢太・春日一成・大寺純蔵
  • Organizer: 第26回基礎有機化学討論会
  • Place of Presentation: 松山
  • Year and Date: 2015-09-24
• [Presentation] 1-プロピニルアレーンの合成：ホスホリルプロピンのワンポット脱ホスホリル化-薗頭カップリング (2015)
  • Author(s): 折田明浩・○篠原賢太・西田孝徳・ペンリーフェン・和田涼輔・大寺純蔵
  • Organizer: 第 62 回 有機金属化学討論会
  • Place of Presentation: 大阪
  • Year and Date: 2015-09-07
• [Presentation] 1,3,6,8-テトラ（トリメチルシリルエチニル）ピレンの固体状態における光ルミネッセンス (2015)
  • Author(s): 折田明浩・○西田孝徳・シュウフェン・篠原賢太・春日一成・大寺純蔵
  • Organizer: 第 62 回 有機金属化学討論会
  • Place of Presentation: 大阪
  • Year and Date: 2015-09-07
• [Book] 有機フッ素化合物の最新動向 (2018)
  • Author(s): 折田明浩 他 （監修 今野 勉）
  • Total Pages: 317
  • Publisher: シーエムシー出版
  • ISBN: 9784781313375
• [Remarks] 折田研ＨＰ
  • URL: http://www.ous.ac.jp/DAC/orita/index.html