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Title: Debromination of endo-(+)-3-bromocamphor with primary amines
Authors: Markovic, Svetlana
Marković, Violeta
Joksović, Milan
Todorovic N.
Joksović, Ljubinka
Divjaković V.
Trifunović, Snežana
Journal: Journal of the Brazilian Chemical Society
Issue Date: 1-Jan-2013
Abstract: Reductive debromination of endo-(+)-3-bromocamphor with different primary amines followed by imine formation was investigated. This reaction requires simple experimental procedure without any organic solvent, metal or conventional reducing agent. A strong influence of amine polarity on the efficacy of debromination process was observed, and ethanolamine and ethylene diamine having sufficiently high boiling points can debrominate 3-bromocamphor giving corresponding camphanimines in good isolated yields. The mechanisms of debromination of 3-bromocamphor with ethanolamine and n-hexylamine were investigated at the B3LYP/6-311+G(d,p) level of theory. The radical mechanism was revealed, and it was shown that the reaction with more polar ethanolamine is energetically more favorable. © 2013 Sociedade Brasileira de Química.
Type: Article
DOI: 10.5935/0103-5053.20130144
ISSN: 01035053
SCOPUS: 84880656725
Appears in Collections:Faculty of Science, Kragujevac
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