Heterolytic decarboxylation involving acyltrifluoroacetyl peroxide intermediates

Pavel A. Krasutsky, Igor V. Kolomitsyn, Evgenij M. Botov, Robert M. Carlson, Irina G. Semenova, Andrey A. Fokin

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


Selective carboxylic acid decarboxylation was elaborated. Generation of acyltrifluoroacetyl peroxides from carboxylic peracids and trifluoroacetyl anhydride (Method A), as well as from trifluoroperacetic acid and acyltrifluoroacetyl anhydride (Method B), leads to simultaneous peroxide decomposition into the corresponding alkyltrifluoroacetates. DFT computations, as well as experimental data, support an acid-catalyzed heterolytic mechanism for acyltrifluoroacetyl peroxide decomposition.

Original languageEnglish (US)
Pages (from-to)8687-8691
Number of pages5
JournalTetrahedron Letters
Issue number48
StatePublished - Nov 25 2002

Bibliographical note

Funding Information:
A portion of this work was supported by the International Soros Foundation (Reg # иCC000). We are also grateful to the US Civilian Research and Development Foundation (CRDF) for Travel Grant (TGP-438 for A.A.F.) and to Dr. Nico J. R. van Eikema Hommes (University Erlangen-Nürnberg) for the use of the ‘Molecule’ program.


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