Maynard, J. R. J., Galmés, B., Stergiou, A. D., Symes, M. D. , Frontera, A. and Goldup, S. M. (2022) Anion‐π catalysis enabled by the mechanical bond. Angewandte Chemie (International Edition), 61(12), e202115961. (doi: 10.1002/anie.202115961) (PMID:35040543)
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Abstract
We report a series of rotaxane-based anion–π catalysts in which the mechanical bond between a bipyridine macrocycle and an axle containing an NDI unit is intrinsic to the activity observed, including a [3]rotaxane that catalyses an otherwise disfavoured Michael addition in >60 fold selectivity over a competing decarboxylation pathway that dominates under Brønsted base conditions. The results are rationalized by detailed experimental investigations, electrochemical and computational analysis.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Symes, Professor Mark and Stergiou, Mr Athanasios |
| Authors: | Maynard, J. R. J., Galmés, B., Stergiou, A. D., Symes, M. D., Frontera, A., and Goldup, S. M. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Angewandte Chemie (International Edition) |
| Publisher: | Wiley |
| ISSN: | 1433-7851 |
| ISSN (Online): | 1521-3773 |
| Published Online: | 18 January 2022 |
| Copyright Holders: | Copyright © 2022 The Authors |
| First Published: | First published in Angewandte Chemie (International Edition) 61(12): e202115961 |
| Publisher Policy: | Reproduced under a Creative Commons License |
| Data DOI: | 10.5258/SOTON/D2121 |
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