Activation of primary and secondary benzylic and tertiary alkyl (sp3)C-F bonds inside a self-assembled molecular container
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 4527814
Author(s) Köster, Jesper; Häussinger, Daniel; Tiefenbacher, Konrad K.
Author(s) at UniBasel Köster, Jesper Mathis
Tiefenbacher, Konrad Karl
Häussinger, Daniel
Year 2019
Year: comment 2019
Title Activation of primary and secondary benzylic and tertiary alkyl (sp3)C-F bonds inside a self-assembled molecular container
Journal Frontiers in Chemistry
Volume 6
Pages / Article-Number 639
Keywords supramolecular catalysis, molecular capsules, supramolecular chemistry, acid catalysis, elimination
Abstract Alkyl fluorides are generally regarded as chemically inert. However, several literature examples describe the activation of alkyl (sp3)C-F bonds via strong Brønsted or Lewis acids under harsh conditions. We here report that catalytic amounts of the self-assembled resorcinarene capsule are able to activate alkyl (sp3)C-F bonds under mild conditions (40°C, no strong Brønsted or Lewis acid present). Kinetic measurements display a sigmoidal reaction progress after an initial induction period. Control experiments indicate that the presence of the supramolecular capsule is required for an efficient reaction acceleration.
Publisher Frontiers Research Foundation
ISSN/ISBN 2296-2646
edoc-URL https://edoc.unibas.ch/75134/
Full Text on edoc Available
Digital Object Identifier DOI 10.3389/fchem.2018.00639
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/30662892
ISI-Number 000454882300001
 
   

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