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Structural verification and new reactivity for Stang’s reagent, [PhI(CN)][OTf]

02 May 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The structure of Stang’s reagent [PhI(CN)][OTf] is confirmed by X-ray crystallography and is determined to be best described as an ion-pair in organic solution. It is found to be a strong Lewis acid, but reaction with pyridine ligands gives [Pyr-CN][OTf] salts via redox and represents the first path to a new derivative of the CDAP reagent widely used as an activation agent for polysaccharides.

Keywords

iodine
hypervalent

Supplementary materials

Title
Description
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Title
Supporting information
Description
Experimental details, NMR spectra, mass spectra
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Version History

May 02, 2023 Version 1

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The content is available under CC BY NC 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-zltxf
D O I: 10.26434/chemrxiv-2023-zltxf [opens in a new tab]

Funding

Australian Research Council
FT16010007 DP20010013

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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