La Trobe

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

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posted on 2025-02-03, 23:32 authored by Jason BennettsJason Bennetts, Lachlan BarwiseLachlan Barwise, Lachlan Sharp-Bucknall, Keith WhiteKeith White, Conor HoganConor Hogan, Jason DuttonJason Dutton
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.

Funding

La Trobe University and The Australian Research Council (FT16010007, DP200100013).

History

Publication Date

2023-07-07

Journal

Dalton Transactions

Volume

52

Issue

25

Pagination

8536-8539

Publisher

The Royal Society of Chemistry

ISSN

1477-9226

Rights Statement

© The Royal Society of Chemistry 2023. This is the Accepted Version.

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