|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Science / Faculty of Science >
Peer-reviewed Journal Articles, etc >
Nickel-Catalyzed Homocoupling of Aryl Ethers with Magnesium Anthracene Reductant
| Title: | Nickel-Catalyzed Homocoupling of Aryl Ethers with Magnesium Anthracene Reductant |
| Authors: | Rawat, Vishal Kumar Browse this author | | Higashida, Kosuke Browse this author | | Sawamura, Masaya Browse this author →KAKEN DB |
| Keywords: | homocoupling | | C-O bond activation | | nickel catalyst | | magnesium anthracene | | DFT calculation |
| Issue Date: | Sep-2021 |
| Publisher: | Georg Thieme Verlag |
| Journal Title: | Synthesis-stuttgart |
| Volume: | 53 |
| Issue: | 18 |
| Start Page: | 3397 |
| End Page: | 3403 |
| Publisher DOI: | 10.1055/a-1509-5954 |
| Abstract: | Nickel-catalyzed reductive homocoupling of aryl ethers has been achieved with Mg(anthracene)(thf)(3) as a readily available low-cost reductant. DFT calculations provided a rationale for the specific efficiency of the diorganomagnesium-type two-electron reducing agent. The calculations show that the dianionic anthracene-9,10-diyl ligand reduces the two aryl ether substrates, resulting in the homocoupling reaction through supply of electrons to the Ni-Mg bimetallic system to form organomagnesium nickel(0)-ate complexes, which cause two sequential C-O bond cleavage reactions. The calculations also showed cooperative actions of Lewis acidic magnesium atoms and electron-rich nickel atoms in the C-O cleavage reactions. |
| Rights: | This is an Accepted Manuscript of an article published by Thieme Publishing Group in Journal Title on Publication Date, available online at https://www.thieme-connect.de/products/ejournals/abstract/10.1055/a-1509-5954 |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/86860 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
Submitter: 澤村 正也
|
