Work

Synthesis and Reactivity of Iodepinium Salts

Year: 2026

Type: article

Abstract: Seven-membered cyclic diaryliodonium salts, known as iodepinium salts, remain a significantly underexplored class of hypervalent iodine compounds. This scarcity is primarily attributed to the lack of efficient synthetic methodologies. Herein, we report an effective protocol for the synthesis of iodepinium triflates via the oxidative cyclization of iodinated (Z)-stilbenes. In addition to establishing a substrate scope of 10 derivatives with yields up to 83%, the structural features of the unique seven-membered ring were elucidated via X-ray crystallography. Furthermore, initial investigations into their reactivity reveal unique decomposition and transformation pathways.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.70432

Authors: Jan Rick Koch, Mattis Damrath, Pim Puylaert, Boris J. Nachtsheim

Institution: University of Bremen

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

OpenAlex ID: W7161596696

FWCI: 3.756

Cites: 22

Cited by: 2

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