Development of Selective Alkene Hydrogenation with Atomic Hydrogen Permeating through a Pd Sheet Electrode for Industrialization

钯片电极原子氢渗透选择性烯烃加氢工业化研究进展

• 批准号: 12650848
• 负责人: MAKI Shojiro
• 金额: $ 2.3万
• 依托单位: The University of Electro-Communications
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2000
• 资助国家: 日本
• 起止时间: 2000 至 2001
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-12650848/
• 关键词: Seslective hydrogenation; catalytic reaction; palladium; electroorganic chemistry; industrialization; 環境調和型; 触媒; 有機合成; 工業合成; 新規機能材料; 水素

Hydrogenation of an alkene is quite important for organic' syntheses employing a catalyst (Pd, Ni, Pt) which chemisorbes active hydrogen, however, hydrogenolysis of allylic C-O bonds and benzyloxy groups (Bn-O-) also takes place under the same conditions. Therefore, it is difficult for alkenes having an allyloxy and/or benzyloxy group to be hydrogenated by active hydrogen without the hydrogenolysis.A new hydrogenation system utilizing electrochemically produced activehydrogen has been successful in the saturation of several unsaturated organic compounds such as styrene and its derivates.The reaction cell is made up of two compartments separated by a Pd sheet as cathode, where galvanostatic electrolysis of water is carried out to produce the active hydrogen atone side of the Pd sheet, and a substrate is hydrogenated at the opposite side surface by active hydrogen permeating through the Pd sheet.

在有机合成中，烯烃的加氢是非常重要的，但在相同的条件下，烯丙基C-O键和苯氧基(Bn-O-)的氢解也会发生。因此，含烯丙氧基和/或苄氧基的烯烃很难在没有氢解的情况下被活性氢加氢。一种新的利用电化学产生的活化氢的加氢体系已成功地应用于几种不饱和有机化合物(如苯乙烯及其衍生物)的饱和。反应池由两个隔室组成，由Pd板作为阴极，在Pd板的一侧进行恒流电解水产生活性氢，通过Pd板渗入的活性氢在相反的侧面加氢衬底。

项目成果

Shojiro Maiki: "Effect of Solvent and Hydrogen during Selective Hydrogenation"Tetrahedron Letters. 42. 8323-8327 (2001)

Shojiro Maiki：“选择性氢化过程中溶剂和氢气的影响”四面体字母。

Shojiro Maki: "Selective Alkene Hydrogenation with Atomic Hydrogen Permeating through a Pd Sheet Electrode"Synthetic Communications. 30. 3575-3583 (2000)

Shojiro Maki：“通过 Pd 片电极渗透原子氢进行选择性烯烃氢化”合成通讯。

Shojiro Maki: "Hydrogenolysis-free Hydrogenation by Pd Black Powder Catalyst"Synlett. 10. 1590-1592 (2001)

Shojiro Maki：“Pd 黑粉催化剂的无氢解氢化”Synlett。

S. Maki, Y. Harada, T. Hirano, H. NIwa, Y. Yoshida, S. Ogata, S. Nakamatsu, H. Inolue, and C. Iwakura: "Selective Alkene Hydrogenation with Atomic Hydrogen Permeating through a Pd Sheet Eelctrode"Synthetic Communications. 30. 3575-3583 (2000)

S. Maki、Y. Harada、T. Hirano、H. NIwa、Y. Yoshida、S. Ogata、S. Nakamatsu、H. Inolue 和 C. Iwakura：“通过 Pd 片电极渗透原子氢进行选择性烯烃氢化

Shojiro Maki, Makiko Okawa, Ryo Matui, Takashi Hirano and Haruki Niwa: "Hydrogenolysis-free Hydrogenation by Pd Black Powder Catalyst"Synlett. 10. 1590-1592 (2001)

Shojiro Maki、Makiko Okawa、Ryo Matui、Takashi Hirano 和 Haruki Niwa：“Pd 黑粉催化剂的无氢解加氢”Synlett。