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Issue 54, 2018
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Light-mediated iodoperfluoroalkylation of alkenes/alkynes catalyzed by chloride ions: role of halogen bonding

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Abstract

An innovative procedure for the iodoperfluoroalkylation of alkenes/alkynes is described. These reactions, including iodotrifluoromethylations of alkenes, proceed very efficiently under low intensity UVA irradiation in deoxygenated methanol solutions containing catalytic amounts of NaCl or Bu4NCl. Preliminary mechanistic studies indicate that the light-promoted homolytic cleavage of the Rf–I bond that initiates the reaction is facilitated by the halogen bonding interaction between RfI and chloride ions.

Graphical abstract: Light-mediated iodoperfluoroalkylation of alkenes/alkynes catalyzed by chloride ions: role of halogen bonding

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Publication details

The article was received on 06 Apr 2018, accepted on 07 Jun 2018 and first published on 08 Jun 2018


Article type: Communication
DOI: 10.1039/C8CC02765J
Citation: Chem. Commun., 2018,54, 7451-7454

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    Light-mediated iodoperfluoroalkylation of alkenes/alkynes catalyzed by chloride ions: role of halogen bonding

    R. Beniazza, L. Remisse, D. Jardel, D. Lastécouères and J. Vincent, Chem. Commun., 2018, 54, 7451
    DOI: 10.1039/C8CC02765J

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