Development of molecular transformation using bichromophoric metal complexes

• Project/Area Number: 26893221
• Research Category: Grant-in-Aid for Research Activity Start-up
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: Gifu Pharmaceutical University
• Principal Investigator: YAMAGUCHI EIJI 岐阜薬科大学, 薬学部, 助教 (10737993)
• Project Period (FY): 2014-08-29 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000); Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
• Keywords: 遷移金属触媒 / 光駆動性錯体 / カップリング反応 / 不活性結合の活性化 / 光駆動錯体 / 可視光増感型錯体 / 遷移金属触媒反応 / 有機合成化学

Outline of Final Research Achievements

In this study, we have developed organic reaction especially C-C bond forming reaction using a series of novel visible light sensitizing dinuclear metal complexes. Variety of Ru-Pd dinuclear complexes bearing Ru bipyridyl as a photo sensitizing moiety were synthesized and applied them for the Suzuki-Miyaura coupling reaction. One of the complex show the highest catalytic activity compared to the reported complexes and produced coupling product in high yield under visible light irradiation condition. This result support that this complex works as a converter the photo energy into the chemical energy which we envisioned.

Research Products

• [Journal Article] フローマイクロリアクターを用いる光酸化反応の効率化検討 (2015)
  • Author(s): Nagasawa Yasutomo, Yamaguchi Eiji, Tada Norihiro, Itoh Akichika
  • Journal Title: 有機合成化学協会誌 Volume: 73 Pages: 469-474
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Facile and efficient synthesis of hydroxyalkyl esters from cyclic acetals through aerobic photo-oxidation using anthraquinone-2-carboxylic acid (2015)
  • Author(s): Yamaguchi Tomoaki, Yasuhisa Kudo, Hirashima Shin-ichi, Yamaguchi Eiji, Tada Norihiro, Miura Tsuyoshi, Itoh Akishika
  • Journal Title: Tetrahedron Letters Volume: 56 Issue: 15 Pages: 1973-1975
  • DOI: 10.1016/j.tetlet.2015.02.104
  • Peer Reviewed
• [Journal Article] A Study of Aerobic Photooxidation with a Continuous-Flow Microreactor (2015)
  • Author(s): Nagasawa Yoshitomo, Tanba Katsuya, Tada Norihiro, Yamaguchi Eiji, Itoh Akichika
  • Journal Title: Synlett Volume: 26 Issue: 03 Pages: 412-415
  • DOI: 10.1055/s-0034-1379698
  • Peer Reviewed
• [Journal Article] Metal-free synthesis of imidazopyridine from nitroalkene and 2-aminopyridine in the presence of a catalytic amount of iodine and aqueous hydrogen peroxide (2015)
  • Author(s): Tachikawa Yuma, Nagasawa Yoshitomo, Furuhashi Sohei, Cui Lei, Yamaguchi Eiji, Tada Norihiro, Miura Tsuyoshi, Itoh Akichika
  • Journal Title: RSC Advances Volume: 5 Issue: 13 Pages: 9591-9593
  • DOI: 10.1039/c4ra14970j
  • Peer Reviewed
• [Journal Article] Aerobic photooxidative synthesis of phenols from arylboronic acids using 2-propanol as solvent (2014)
  • Author(s): Matsui Keita, Ishigami Takafumi, Yamaguchi Tomoaki, Yamaguchi Eiji, Tada Norihiro, Miura Tsuyoshi, Itoh Akichika
  • Journal Title: Synlett Volume: 25 Issue: 18 Pages: 2613-2616
  • DOI: 10.1055/s-0034-1379099
  • Peer Reviewed
• [Presentation] 触媒的脱水素型クロスカップリングによるアミノ化反応の開発 (2016)
  • Author(s): 山口友明、山口英士、伊藤彰近
  • Organizer: 日本薬学会第136年会
  • Place of Presentation: 横浜
  • Year and Date: 2016-03-26
• [Presentation] 光反応によるピロロイソキノリン骨格のタンデム型構築法の開発 (2016)
  • Author(s): 藤谷明敏、田中 正則、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本薬学会第136年会
  • Place of Presentation: 横浜
  • Year and Date: 2016-03-26
• [Presentation] アレーン類とカルボニル化合物α位との光酸素酸化的カップリング反応 (2016)
  • Author(s): 須藤祐亮、山口英士、伊藤彰近
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京都
  • Year and Date: 2016-03-23
• [Presentation] スチレン類の有機触媒を用いた光酸化的ケト-トリフルオロメチル化反応 (2016)
  • Author(s): 石原純、上戸悠史、山口英士、伊藤彰近
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京都
  • Year and Date: 2016-03-23
• [Presentation] Synthesis of lactones via inermolecular tandem addtion-cyclization reaction under visible-light irradiation (2016)
  • Author(s): 前島咲、山口英士、伊藤彰近
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 京都
  • Year and Date: 2016-03-23
• [Presentation] Aerobic photo oxidative radical cyclization reaction catalyzed by calcium iodide for the synthesis of lactones (2015)
  • Author(s): 山口英士、大須賀麻衣、多田教浩、伊藤彰近
  • Organizer: PACIFICHEM 2015
  • Place of Presentation: Hawaii
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] メチレンブルーを触媒とする光増感反応を用いるピロロイソキノリン骨格のタンデム型構築法 (2015)
  • Author(s): 藤谷明敏、田中正則、山口英士、多田教浩、伊藤彰近
  • Organizer: 第42回有機典型元素化学討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2015-12-03
• [Presentation] 光酸素酸化的1,3-双極子環化付加/ 芳香族化カスケード反応によるピロロイソキノリン骨格の構築法の開発 (2015)
  • Author(s): 藤谷明敏、山口英士、多田教浩、伊藤彰近
  • Organizer: 第32回有機合成化学セミナー
  • Place of Presentation: 湯河原
  • Year and Date: 2015-09-15
• [Presentation] Oxidative radical cyclization reaction catalyzed by calcium iodide under visible light irradiation (2015)
  • Author(s): 山口英士、大須賀麻衣、伊藤彰近
  • Organizer: Organometallic Chemistry Directed Towards Organic Synthesis （OMCOS18)
  • Place of Presentation: Barcelona
  • Year and Date: 2015-06-28
  • Int'l Joint Research
• [Presentation] 可視光によるラジカル環化反応を利用する多環式複素環化合物の迅速合成法の開発 (2015)
  • Author(s): 須藤祐亮、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本化学会第95回春季年会
  • Place of Presentation: 日本大学
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] 光酸化的手法を用いた連続的1,3-双極子環化付加/芳香族化反応によるぴろろイソキノリン骨格の構築 (2015)
  • Author(s): 藤谷明敏、田中正則、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本化学会第95回春季年会
  • Place of Presentation: 日本大学
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] ヨウ素と可視光を用いた炭素-ヨウ素結合開裂を経る分子間シクロシクロプロパン化反応 (2015)
  • Author(s): 宇佐美薫、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本化学会第95回春季年会
  • Place of Presentation: 日本大学
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] 可視光ヨウ化カルシウムによる酸化的ラジカル環化反応 (2015)
  • Author(s): 大須賀麻衣、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本化学会第95回春季年会
  • Place of Presentation: 日本大学
  • Year and Date: 2015-03-26 – 2015-03-29
• [Presentation] スチレン類とスルホンアミドを用いるアジリジン光環化反応の開発 (2015)
  • Author(s): 松澤一樹、苅谷篤賢、山口英士、多田教浩、三浦剛、伊藤彰近
  • Organizer: 日本薬学会135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] 一重項酸素を利用した温和な条件でのヘテロ環形成反応の開発 (2015)
  • Author(s): 山口友明、杉浦由奈、松井啓太、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本薬学会135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] 触媒量のヨウ化マグネシウムを用いる光酸素酸化的キナゾリン類合成法の開発 (2015)
  • Author(s): 坂入紀帆、山口友明、山口英士、多田教浩、伊藤彰近
  • Organizer: 日本薬学会135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] 配向基を用いるオルト選択的なフェノール類合成法の開発 (2014)
  • Author(s): 山口友明、山口英士、多田教浩、伊藤彰近
  • Organizer: 第45会中部化学関係学協会支部連合秋季大会
  • Place of Presentation: 春日井
  • Year and Date: 2014-11-29 – 2014-11-30
• [Presentation] スチレン類のメタルフリー光酸素酸化的トリフルオロメチル化反応の開発研究 (2014)
  • Author(s): 上戸悠史、山口英士、多田教浩、伊藤彰近
  • Organizer: 2014光化学討論会
  • Place of Presentation: 北海道
  • Year and Date: 2014-10-11 – 2014-10-13
• [Remarks] 岐阜薬科大学創薬化学大講座合成薬品製造学研究室
  • URL: http://www.gifu-pu.ac.jp/lab/gousei/