A Guide to Directing Group Removal: 8‐Aminoquinoline

Fitzgerald, Liam S.; O'Duill, Miriam L.

Abstract

The use of directing groups allows high levels of selectivity to be achieved in transition metal‐catalyzed transformations. Efficient removal of these auxiliaries after successful functionalization, however, can be very challenging. This review provides a critical overview of strategies used for removal of Daugulis’ 8‐aminoquinoline (2005–2020), one of the most widely used N,N‐bidentate directing groups. The limitations of these strategies are discussed and alternative approaches are suggested for challenging substrates. Our aim is to provide a comprehensive end‐users’ guide for chemists in academia and industry who want to harness the synthetic power of directing groups—and be able to remove them from their final products.

Citation

Fitzgerald, L. S., & O'Duill, M. L. (2021). A Guide to Directing Group Removal: 8‐Aminoquinoline. Chemistry - A European Journal, 27(33), 8411-8436. https://doi.org/10.1002/chem.202100093

• Journal Article Type: Article
• Acceptance Date: Feb 9, 2021
• Online Publication Date: Mar 9, 2021
• Publication Date: Jun 10, 2021
• Deposit Date: Mar 14, 2021
• Publicly Available Date: Mar 10, 2022
• Journal: Chemistry – A European Journal
• Print ISSN: 0947-6539
• Electronic ISSN: 1521-3765
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 27
• Issue: 33
• Pages: 8411-8436
• DOI: https://doi.org/10.1002/chem.202100093
• Keywords: General Chemistry
• Public URL: https://nottingham-repository.worktribe.com/output/5394909
• Publisher URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202100093
• Additional Information: This is the peer reviewed version of the following article: Fitzgerald, L.S. and O'Duill, M.L. (2021), A Guide to Directing Group Removal: 8-Aminoquinoline. Chem. Eur. J.. https://doi.org/10.1002/chem.202100093, which has been published in final form at https://doi.org/10.1002/chem.202100093. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.