Condensed-phase, halogen-bonded CF3I and C2F5I adducts for perfluoroalkylation reactions

Filippo Sladojevich; Eric McNeill; Jonas Börgel; Shao Liang Zheng; Tobias Ritter

doi:10.1002/anie.201410954

Condensed-phase, halogen-bonded CF₃I and C₂F₅I adducts for perfluoroalkylation reactions

Filippo Sladojevich, Eric McNeill, Jonas Börgel, Shao Liang Zheng, Tobias Ritter

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

A family of practical, liquid trifluoromethylation and pentafluoroethylation reagents is described. We show how halogen bonding can be used to obtain easily handled liquid reagents from gaseous CF₃I and CF₃CF₂I. The synthetic utility of the new reagents is exemplified by a novel direct arene trifluoromethylation reaction as well as adaptations of other perfluoroalkylation reactions. Its (no longer) a gas! A family of practical, liquid trifluoromethylation and pentafluoroethylation reagents enabled by halogen bonding is described. The synthetic utility of these reagents is exemplified by a novel direct arene trifluoromethylation reaction as well as adaptations of other perfluoroalkylation reactions.

Original language	English (US)
Pages (from-to)	3712-3716
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	12
DOIs	https://doi.org/10.1002/anie.201410954
State	Published - Mar 16 2015

Keywords

arenes
C-H functionalization
halogen bonding
pentafluoroethylation
trifluoromethylation

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.201410954

Cite this

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title = "Condensed-phase, halogen-bonded CF3I and C2F5I adducts for perfluoroalkylation reactions",

abstract = "A family of practical, liquid trifluoromethylation and pentafluoroethylation reagents is described. We show how halogen bonding can be used to obtain easily handled liquid reagents from gaseous CF3I and CF3CF2I. The synthetic utility of the new reagents is exemplified by a novel direct arene trifluoromethylation reaction as well as adaptations of other perfluoroalkylation reactions. Its (no longer) a gas! A family of practical, liquid trifluoromethylation and pentafluoroethylation reagents enabled by halogen bonding is described. The synthetic utility of these reagents is exemplified by a novel direct arene trifluoromethylation reaction as well as adaptations of other perfluoroalkylation reactions.",

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T1 - Condensed-phase, halogen-bonded CF3I and C2F5I adducts for perfluoroalkylation reactions

AU - Sladojevich, Filippo

AU - McNeill, Eric

AU - Börgel, Jonas

AU - Zheng, Shao Liang

AU - Ritter, Tobias

PY - 2015/3/16

Y1 - 2015/3/16

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