Mechanochemical Transformation of CF3 Group: Synthesis of Amides and Schiff Bases
| Author | Mkrtchyan, Satenik |
| Author | Jakubczyk, Michał |
| Author | Lanka, Suneel |
| Author | Yar, Muhammad |
| Author | Ayub, Khurshid |
| Author | Shkoor, Mohanad |
| Author | Pittelkow, Michael |
| Author | Iaroshenko, Viktor O. |
| Available date | 2023-01-23T10:54:33Z |
| Publication Date | 2021-12-21 |
| Publication Name | Advanced Synthesis and Catalysis |
| Identifier | http://dx.doi.org/10.1002/adsc.202100538 |
| Citation | S. Mkrtchyan, M. Jakubczyk, S. Lanka, M. Yar, K. Ayub, M. Shkoor, M. Pittelkow, V. O. Iaroshenko, Adv. Synth. Catal. 2021, 363, 5448. |
| ISSN | 16154150 |
| Abstract | We communicate two mild, solvent-free mechanochemical coupling transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C−F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF3 group into other functionalities. (Figure presented.). |
| Sponsor | This research project was supported by a grant from National Science Centre (NSC) Poland, the SONATA 10 (Nr. 2015/19/D/ST5/02774) obtained by Dr. Viktor Iaroshenko. The salary of Dr. Satenik Mkrtchyan was covered by a grant from National Science Centre (NSC) Poland within the framework of European Union's Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie grant agreement Nr. 665778 (POLONEZ 2 grant, Nr. 2016/21/P/ST5/00630). Professor Michael Pittelkow appreciates the support from the Danish Council for Independent Research (DFF 4181-00206 and 9040-00265) and from the University of Copenhagen. |
| Language | en |
| Publisher | Wiley |
| Subject | C−F bond activation Fluorine Mechanochemistry Methodology Ytterbia |
| Type | Article |
| Pagination | 5448-5460 |
| Issue Number | 24 |
| Volume Number | 363 |
| ESSN | 1615-4169 |
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