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An Electron-Deficient Cp-E Iridium(III) Catalyst: Synthesis, Characterization, and Application to Ether-Directed C-H Amidation
Title: | An Electron-Deficient Cp-E Iridium(III) Catalyst: Synthesis, Characterization, and Application to Ether-Directed C-H Amidation |
Authors: | Tomita, Eiki Browse this author | Kojima, Masahiro Browse this author →KAKEN DB | Nagashima, Yuki Browse this author | Tanaka, Ken Browse this author | Sugiyama, Haruki Browse this author | Segawa, Yasutomo Browse this author | Furukawa, Atsushi Browse this author | Maenaka, Katsumi Browse this author →KAKEN DB | Maeda, Satoshi Browse this author →KAKEN DB | Yoshino, Tatsuhiko Browse this author →KAKEN DB | Matsunaga, Shigeki Browse this author →KAKEN DB |
Keywords: | Amidation | C-H Activation | Cp-E Ligand | Ether Directing Group | Iridium |
Issue Date: | 14-Mar-2023 |
Publisher: | Wiley-Blackwell |
Journal Title: | Angewandte chemie-international edition |
Volume: | 62 |
Issue: | 21 |
Start Page: | e202301259 |
Publisher DOI: | 10.1002/anie.202301259 |
Abstract: | The synthesis, characterization, and catalytic performance of an iridium(III) catalyst with an electron-deficient cyclopentadienyl ligand ([(CpIrI2)-Ir-E](2)) are reported. The [(CpIrI2)-Ir-E](2) catalyst was synthesized by complexation of a precursor of the Cp-E ligand with [Ir(cod)OAc](2), followed by oxidation, desilylation, and removal of the COD ligand. The electron-deficient [(CpIrI2)-Ir-E](2) catalyst enabled C-H amidation reactions assisted by a weakly coordinating ether directing group. Experimental mechanistic studies and DFT calculations suggested that the high catalytic performance of [(CpIrI2)-Ir-E](2) is due to its electron-deficient nature, which accelerates both C-H activation and Ir-V-nitrenoid formation. |
Rights: | This is the peer reviewed version of the following article: https://onlinelibrary.wiley.com/doi/10.1002/anie.202301259, which has been published in final form at https://doi.org/10.1002/anie.202301259. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/91974 |
Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 吉野 達彦
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