Oxidative fluorination with Selectfluor: A convenient procedure for preparing hypervalent iodine(V) fluorides

被引：0

作者：

Dearman, Samuel M. G. ^{[1
]}

Li, Xiang ^{[2
]}

Li, Yang ^{[2
]}

Singh, Kuldip ^{[1
]}

Stuart, Alison M. ^{[1
]}

机构：

[1] Univ Leicester, Sch Chem, Leicester LE1 7RH, England

[2] Dalian Univ Technol, Sch Chem Engn, 2 Linggong Rd, Dalian 116024, Peoples R China

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 20卷

基金：

英国工程与自然科学研究理事会;

关键词：

fluorination; fluorobenziodoxoles; halogen bonding; hypervalent iodine; Selectfluor; ALCOHOLS; CASCADE; REAGENT;

D O I：

10.3762/bjoc.20.157

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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)-lambda 5-iodane 6 was much more stable in acetonitrile-d3 than in chloroform-d1, presumably due to acetonitrile coordinating to the iodine(V) centre and stabilising it via halogen bonding.

引用

页码：1785 / 1793

页数：9

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