Faculty Profiles - OSHIKI Toshiyuki

Papers - OSHIKI Toshiyuki

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Highly Reactive Bifunctional Chemical Catalysts for the Hydration of Nitriles

Toshiyuki Oshiki, Isao Hyodo, Akinori Ishizuka

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 68 ( 1 ) 41 - 51 2010.1

Language：Japanese Publishing type：Research paper (scientific journal) Publisher：SOC SYNTHETIC ORGANIC CHEM JPN

New bifunctional chemical catalysts for the hydration of nitriles are described. cis-Ru(acac)(2)(PPh(2)py)(2) exhibited high activity, with a turnover frequency of up to 20,900 (mol of amide)/((mol of catalyst)h). Newly synthesized iridium complexes bearing a PPh(2)py ligand have a 16 e(-) square planar structure. The catalytic hydration of nitriles proceeded at 80 degrees C within few hours to give corresponding amides in almost quantitative yield. Moreover, the iridium complexes acted as a catalyst for the hydration under solvent-free conditions. In addition, new catalysts based on palladium nanoparticles for the hydration are described. Copper compounds containing oxygen atom acted as effective co-catalysts; in the catalytic system.

DOI： 10.5059/yukigoseikyokaishi.68.41

Web of Science

J-GLOBAL

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Tebbe錯体円偏光二色性検出２元機能型触媒非局在型一重項ビラジカル

高井和彦, 荒井孝義, 押木俊之, 久保孝史

有機合成化学協会誌 68 ( 1 ) 77 - 77 2010

化学プロセスを見直す加水分解反応の新研究 2元機能型錯体触媒による水和反応

押木俊之

月刊ファインケミカル 38 ( 10 ) 6-14 2009.9

The Hydration of Nitriles Catalyzed by the Combination of Palladium Nanoparticles and Copper Compounds

Akinori Ishizuka, Yoshiaki Nakazaki, Toshiyuki Oshiki

CHEMISTRY LETTERS 38 ( 4 ) 360 - 361 2009.4

Language：English Publishing type：Research paper (scientific journal) Publisher：CHEMICAL SOC JAPAN

New catalysts based on Pd nanoparticles for the hydration of nitrites to amides were investigated. Copper compounds containing oxygen acted as effective promoters in the catalytic system. The catalysts could be used to prepare aromatic and aliphatic amides from the corresponding nitrites. Chloride ions significantly inhibited the catalytic performance.

DOI： 10.1246/cl.2009.360

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The Hydration of Nitriles Catalyzed by the Combination of Palladium Nanoparticles and Copper Compounds

Ishizuka, A., Nakazaki, Y., Oshiki, T.

Chemistry Letters 38 ( 4 ) 360-361 (J-STAGE) - 361 2009

２元機能型錯体触媒による水和反応

押木俊之

月刊ファインケミカル 38 ( 10 ) 6 - 11 2009

環境対応型の加水分解触媒技術(革新的化学触媒を用いるニトリル類の水和(加水分解)技術)

押木俊之

クリーンテクノロジー 19 51 - 55 2009

Bio-inspired Highly Active Homogeneous Catalysts for Hydration of Nitriles: Activation of Water under Neutral Conditions

T. Oshiki, I. Hyodo, M. Muranaka

J. Biolog. Inorg. Chem. 14(Suppl 1) S230 2009

水の資源・エネルギー問題に着目した新規ニトリル水和プロセス

押木俊之

グリーンケミストリー研究会資料集 45 - 50 2009

Tantalum Complexes Incorporating Tris(pyrazolyl)Borate Ligands: Syntheses, Structures, and Ethylene Polymerization Behavior

Michiue, K., Oshiki, T., Takai, K., Mitani, M., Fujita, T.

Organometallics 28 ( 22 ) 6450 - 6457 2009

Efficient Synthesis of Metal Contained Ionic-liquids

TAKAGI Yumiko, KUSUNOKI Yoriko, OSHIKI Toshiyuki

香川大学教育学部研究報告第2部 58 ( 2 ) 47-52 - 52 2008.10

INOR 832-Synthesis, structures and olefin polymerization behavior of tris(pyrazolyl)borate tantalum complexes Reviewed

Kenji Michiue, Toshiyuki Oshiki, Kazuhiko Takai, Makoto Mitani, Terunori Fujita

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 236 2008.8

高活性錯体触媒法によるアミド製造法の開発

押木俊之, 石塚章斤, 兵頭功

ケミカルエンジニアリング 53 ( 6 ) 440 - 444 2008

Analgesic agents without gastric damage: Design and synthesis of structurally simple benzenesulfonanilide-type cyclooxygenase-1-selective inhibitors (vol 15, pg 1014, 2007) Reviewed

Zheng Xiaoxia, Oda Hiroyuki, Takamatsu Kayo, Sugimoto Yukio, Tai Akihiro, Akaho Eiichi, Ali Hamed Ismail, Oshiki Toshiyuki, Kakuta Hiroki, Sasaki Kenji

BIOORGANIC & MEDICINAL CHEMISTRY 15 ( 9 ) 3299 - 3300 2007.5

Analgesic agents without gastric damage: Design and synthesis of structurally simple benzenesulfonanilide-type cyclooxygenase-1-selective inhibitors Reviewed

Xiaoxia Zheng, Hiroyuki Oda, Kayo Takamatsu, Yukio Sugimoto, Akihiro Tai, Eiichi Akaho, Hamed Ismail Ali, Toshiyuki Oshiki, Hiroki Kakuta, Kenji Sasaki

BIOORGANIC & MEDICINAL CHEMISTRY 15 ( 2 ) 1014 - 1021 2007.1

Language：English Publishing type：Research paper (scientific journal) Publisher：PERGAMON-ELSEVIER SCIENCE LTD

In order to create novel analgesic agents without gastric disturbance, structurally simple cyclooxygenase-1 (COX-1) inhibitors with a benzenesulfonanilide skeleton were designed and synthesized. As a result, compounds 11f and 15a, which possess a p-amino group on the benzenesulfonyl moiety and p-chloro group on the anilino moiety, showed COX-1-selective inhibition. Moreover compound 11f, which is the most potent compound in this study showed more potent analgesic activity than that of aspirin at 30 mg/kg by po. The anti-inflammatory activity and gastric damage, however, were very weak or not detectably different from aspirin. Since the structure of our COX-1 inhibitors are very simple, they may be useful as lead compounds for superior COX-1 inhibitors as analgesic agents without gastric disturbance. (c) 2006 Published by Elsevier Ltd.

DOI： 10.1016/j.bmc.2006.10.029

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Alkyne exchange reactions of silylalkyne complexes of tantalum: Mechanistic investigation and its application in the preparation of new tantalum complexes having functional alkynes (PhC CR (R = COOMe, CONMe2)) Reviewed

Toshiyuki Oshiki, Atsushi Yamada, Kimio Kawai, Hirotaka Arimitsu, Kazuhiko Takai

ORGANOMETALLICS 26 ( 1 ) 173 - 182 2007.1

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

Silylalkyne complexes of tantalum with the general formula TaCl3((RCCR2)-C-1)L-2 (1, R-1 = R-2 = SiMe3, L-2 = DME; 2, R-1 = SiMe3, R-2 = Me, L-2 = DME; 6, R-1 = R-2 = SiMe3, L = py; 7, R-1 = SiMe3, R-2 = Me, L = py) reacted with an internal alkyne to give corresponding alkyne complexes via an alkyne exchange reaction. These silylalkyne complexes were newly prepared and structurally characterized. Kinetic measurements revealed that the rates of the exchange reactions of the DME complexes 1 and 2 were first-order dependent on the concentration of the complex and the reaction proceeded via dissociative pathway. The exchange reaction rates of the bis(pyridine) complexes 6 and 7 were slower. In contrast to the DME complexes, the exchange reaction of 6 proceeded via an associative interchange pathway, and the exchange mechanism for 7 was an associative pathway. During the exchange, two pyridine ligands coordinated strongly to the tantalum center and the intermediate is proposed to be a bis(alkyne) complex. New tantalum complexes having functional alkynes (PhCCR (R = COOMe, CONMe2)) were prepared from the silylalkyne complexes via the alkyne exchange reaction.

DOI： 10.1021/om060659z

ニトリル類の水和反応を無溶媒で触媒する新規高活性イリジウム錯体の開発

触媒 49 ( 6 ) 412 - 414 2007

Solvent-free hydration of nitriles catalyzed by homogeneous catalysts

Oshiki Toshiyuki, Ishizuka Akinori, Okumura Wataru, Hyodo Isao, Arimitsu Hirotaka, Yokoyama Yutaka, Takai Kazuhiko

Proceeding of Annual/Fall Meetings of the Japan Petroleum Institute 2007 183 - 183 2007

Language：Japanese Publisher：The Japan Petroleum Institute

We will present that newly discovered pyridylphosphine-ruthenium and -iridium complexes are effective for the catalytic hydration of nitriles. Bifunctional ligand-metal catalysis which was observed in the hydration catalyzed with cis-Ru(acac)2(PPh2py)2 could also play an important role in this reaction. A newly synthesized iridium complex, Ir(acac)(PPh2py)2, proved to be an excellent catalyst for the solvent-free hydration of nitriles. The detailed reaction conditions and molecular structures of the catalysts will also be presented.

DOI： 10.11523/sekiyu.2007f.0.183.0

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Titanium and zirconium complexes with non-salicylaldimine-type imine-phenoxy chelate ligands: Syntheses, structures, and ethylene-polymerization behavior Reviewed

Suzuki, Y., Tanaka, H., Oshiki, T., Takai, K., Fujita, T.

Chemistry-an Asian Journal 1 ( 6 ) 878-887 - 887 2006.12

Dramatic rate acceleration by a diphenyl-2-pyridylphosphine ligand in the hydration of nitriles catalyzed by Ru(acac)(2) complexes

T Oshiki, H Yamashita, K Sawada, M Utsunomiya, K Takahashi, K Takai

ORGANOMETALLICS 24 ( 26 ) 6287 - 6290 2005.12

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

New ruthenium(II) complexes having acac (=acetylacetonato) and diphenyl-2-pyridylphosphine as ligands proved to be excellent catalysts for hydration of nitriles to amides under neutral conditions. Among the ruthenium complexes examined, cis-Ru(acac)(2)(PPh(2)py)(2) exhibited the highest activity, with a turnover frequency of up to 20900 (mol of amide)/((mol of catalyst) h).

DOI： 10.1021/om050792b

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