Sequential Methyl-Fluorine Exchange Reactions of Siloxide Ions in the GasPhase

Exchange Me for a fluorine: Trimethylsiloxide ions in the presence of NF(3) in the gasphase undergo an unusual and sequential metathesis-type reaction wherein methyl groups are exchanged for fluorine. Theoretical calculations suggest that the reaction proceeds by a three-step internal-nucleophilic-d...

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Published inAngewandte Chemie International Edition Vol. 51; no. 34; pp. 8632 - 8635
Main Authors Correra, Thiago C, Riveros, José M
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 20.08.2012
EditionInternational ed. in English
Subjects
Exchanging
Fluorine
Ion exchangers
Mathematical analysis
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Summary:Exchange Me for a fluorine: Trimethylsiloxide ions in the presence of NF(3) in the gasphase undergo an unusual and sequential metathesis-type reaction wherein methyl groups are exchanged for fluorine. Theoretical calculations suggest that the reaction proceeds by a three-step internal-nucleophilic-displacement mechanism which features a pentacoordinated siliconate species as a transition state rather than as an intermediate.
Bibliography:ObjectType-Article-1
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201203970