Issue 25, 2023

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

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 oxidation of pyridine giving a new derivative of the CDAP reagent widely used as an activation agent for polysaccharides.

Graphical abstract: Structural verification and new reactivity for Stang's reagent, [PhI(CN)][OTf]

Supplementary files

Article information

Article type
Communication
Submitted
08 Jun 2023
Accepted
09 Jun 2023
First published
12 Jun 2023

Dalton Trans., 2023,52, 8536-8539

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

J. D. Bennetts, L. Barwise, L. Sharp-Bucknall, K. F. White, C. F. Hogan and J. L. Dutton, Dalton Trans., 2023, 52, 8536 DOI: 10.1039/D3DT01765F

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