Events The 9th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 9th International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 2005

Citation

Lukasz Kraszkiewicz, Lech Skulski, Facile Syntheses of Symmetrical Diaryliodonium Salts from Various Arenes, with Sodium Metaperiodate as the Coupling Reagent in Acidic Media, in Proceedings of The 9th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2005, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-9-01480

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Facile Syntheses of Symmetrical Diaryliodonium Salts from Various Arenes, with Sodium Metaperiodate as the Coupling Reagent in Acidic Media

Lukasz Kraszkiewicz ¹

Lech Skulski ¹

1. Chair and Laboratory of Organic Chemistry, Faculty of Pharmacy, Medical Univesity, 1 Banacha Street, 02-097 Warsaw, Poland

Abstract

Easy, cheap, safe and effective preparative procedures to obtain symmetrical diaryliodonium bromides (in 15-88% crude yields) from various arenes are presented in this paper. A novel method for preparing iodosyl sulfate (Chrétien’s reagent) is given. Several crude diaryliodonium bromides were readily oxidatively metathesized with 30% aq. H2O2 and 40% aq. HBF4 (in acetone, used both as a solvent and “halogen scavenger”) to give pure diaryliodonium tetrafluoroborates in 64-85% yields.

Keywords

symmetrical diaryliodonium salts

arenes

sodium metaperiodate

iodosyl sulfate

oxidative anion metatheses

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