Zhang, Huaiyuan, Cormanich, Rodrigo A. and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2022. Chiral ligands in hypervalent iodine compounds: synthesis and structures of binaphthyl-based λ3-iodanes. Chemistry - A European Journal 28 (5) , e202103623. 10.1002/chem.202103623 |
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Abstract
Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analyzed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed, however, very low stereoselectivities were obtained. The NMR experiments indicate that these reagents are very easily hydrolyzed in either chloroform or DMSO solvents leading to limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Publisher: | Wiley |
ISSN: | 0947-6539 |
Date of First Compliant Deposit: | 18 November 2021 |
Date of Acceptance: | 16 November 2021 |
Last Modified: | 06 Nov 2023 21:22 |
URI: | https://orca.cardiff.ac.uk/id/eprint/145612 |
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