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https://open.uns.ac.rs/handle/123456789/8785
Title: | Debromination of endo-(+)-3-bromocamphor with primary amines | Authors: | Marković, Svetlana Marković, Violeta Joksović, Milan Todorović, Nina Joksović, Ljubinka Divjaković, Vladimir Trifunović, Snežana |
Issue Date: | 31-Jul-2013 | Journal: | Journal of the Brazilian Chemical Society | 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. | URI: | https://open.uns.ac.rs/handle/123456789/8785 | ISSN: | 01035053 | DOI: | 10.5935/0103-5053.20130144 |
Appears in Collections: | Naučne i umetničke publikacije |
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