Manganese-Catalyzed Oxidative Benzylic C-H Fluorination by Fluoride Ions

An efficient protocol for the selective fluorination of benzylic CH bonds is described. The process is catalyzed by manganese salen complexes and uses nucleophilic fluorine sources, such as triethylamine trihydrofluoride and KF. Reaction rates are sufficiently high (30 min) to allow adoption for th...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2013-06, Vol.52 (23), p.6024-6027
Main Authors: Liu, Wei, Groves, John T.
Format: Article
Language:English
Subjects:
C-H fluorination
Catalysis
catalysis (homogeneous), catalysis (heterogeneous), bio-inspired, hydrogen and fuel cells, materials and chemistry by design, synthesis (novel materials)
Fluorides
Fluorides - chemistry
Fluorination
Fluorine
Halogenation
Imaging
Manganese
Manganese - chemistry
Oxidation-Reduction
porphyrins
Positron emission
Positron-Emission Tomography
synthetic methods
Tomography
Triethylamine
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Description
Summary:An efficient protocol for the selective fluorination of benzylic CH bonds is described. The process is catalyzed by manganese salen complexes and uses nucleophilic fluorine sources, such as triethylamine trihydrofluoride and KF. Reaction rates are sufficiently high (30 min) to allow adoption for the incorporation of 18F fluoride sources for PET imaging applications.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201301097