Effect of sodium naphthalenide, a key SET reagent, on trifluoroacetyl derivatives

Aromatic trifluoroacetyl derivatives on treatment with single electron transfer (SET) reagent, sodium naphthalenide, yield symmetrical defluorinated dimers, whereas for aliphatic trifluoroacetyl compounds the reaction usually fails. Investigations have been made for different substituents as well as...

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Bibliographic Details
Published in:Tetrahedron letters 2005-10, Vol.46 (41), p.7033-7035
Main Authors: Banerji, Avijit, Bandyopadhyay, Debasish, Basak, Bidyut, Sur, Kumar R., Paul, Jyoti N., Banerji, Julie, Chatterjee, Asima
Format: Article
Language:English
Subjects:
Aromatic heterocycles
SET
Sodium naphthalenide
Trifluoroacetyl
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Summary:Aromatic trifluoroacetyl derivatives on treatment with single electron transfer (SET) reagent, sodium naphthalenide, yield symmetrical defluorinated dimers, whereas for aliphatic trifluoroacetyl compounds the reaction usually fails. Investigations have been made for different substituents as well as for similar types of chloro and bromo compounds to establish the scope of the reaction.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.08.052