SelectfluorTM on a PolyHIPE Material as Regenerative and Reusable Polymer‐Supported Electrophilic Fluorinating Agent

The first recyclable polymer‐supported electrophilic fluorinating agent was prepared by reaction of molecular fluorine with the triethylenediamine motif that is grafted onto a poly(4‐vinylbenzyl chloride‐co‐divinylbenzene) polyHIPE material. The resulting polymeric SelectfluorTM‐type reagent demonst...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 359; no. 4; pp. 584 - 589
Main Authors Kawada, Kosuke, Okano, Koji, Iskra, Jernej, Krajnc, Peter, Cahard, Dominique
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 2017
Wiley-VCH Verlag
Subjects
Chemical Sciences
Divinylbenzene
Fluorination
Fluorine
Grafting
green chemistry
high internal phase emulsion (HIPE) templating
molecular fluorine
Naphthol
Regeneration
Sodium
supported reagents
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Summary:The first recyclable polymer‐supported electrophilic fluorinating agent was prepared by reaction of molecular fluorine with the triethylenediamine motif that is grafted onto a poly(4‐vinylbenzyl chloride‐co‐divinylbenzene) polyHIPE material. The resulting polymeric SelectfluorTM‐type reagent demonstrated high efficiency in the fluorination of naphthol in the course of repeated sequences of fluorination and regeneration. It also reacted with the enol form and the sodium enolate of 1,3‐dicarbonyl compounds.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201601312