Oxidative Fluorination with Selectfluor: A Convenient Procedure for Preparing Hypervalent Iodine(V) Fluorides

Overview

Journal Beilstein J Org Chem

Specialty Chemistry

Date 2024 Aug 7

PMID 39109295

Authors

Samuel M G Dearman

Xiang Li

Yang Li

Kuldip Singh

Alison M Stuart

Affiliations

Soon will be listed here.

Abstract

The ability to investigate hypervalent iodine(V) fluorides has been limited primarily by their difficult preparation traditionally using harsh fluorinating reagents such as trifluoromethyl hypofluorite and bromine trifluoride. Here, we report a mild and efficient route using Selectfluor to deliver hypervalent iodine(V) fluorides in good isolated yields (72-90%). Stability studies revealed that bicyclic difluoro(aryl)-λ-iodane was much more stable in acetonitrile- than in chloroform- , presumably due to acetonitrile coordinating to the iodine(V) centre and stabilising it via halogen bonding.

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