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Facile One‐Pot Assembly of Push–Pull Imines by a Selective C–F Substitution Process in Aryl Fluorides
- Herein, we report the synthesis of a series of push–pull imines by considering cyclic diamino substituent at the C‐centre and fluoroaryl substituent at the N‐centre. This has been achieved by a selective aromatic nucleophilic substitution of different fluoroarenes by N‐H‐substituted N‐heterocyclic imines (NHIs) at ambient conditions without any additional reagent. Solid‐state molecular structure analysis reveals the elongation of the central C–N bond of the imine functionality, which is consistent with the push–pull nature of these imines. The push–pull nature of these imines is further validated by computational studies.
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| Author: | Srinivas Anga, Shubhadeep Chandra, Pallavi Sarkar, Shubhajit Das, Debdeep Mandal, Abhinanda Kundu, Hemant Rawat, Carola Schulzke, Biprajit Sarkar, Swapan K. Pati, Vadapalli Chandrasekhar, Anukul Jana |
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| URN: | urn:nbn:de:gbv:9-opus-43404 |
| DOI: | https://doi.org/10.1002/ejoc.202001344 |
| Parent Title (English): | European Journal of Organic Chemistry |
| Document Type: | Article |
| Language: | English |
| Date of first Publication: | 2020/12/21 |
| Release Date: | 2021/06/03 |
| Tag: | Aryl fluorides; Nnucleophilic substitution; One‐pot reaction; Push–pull imines; Synthetic design |
| GND Keyword: | - |
| Volume: | 2020 |
| Issue: | 48 |
| First Page: | 7445 |
| Last Page: | 7449 |
| Faculties: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie |
| Licence (German): |  Creative Commons - Namensnennung-Nicht kommerziell-Keine Bearbeitung |