28627-52-3Relevant articles and documents
Debromination of endo-(+)-3-bromocamphor with primary amines
Markovic?, Svetlana,Markovic?, Violeta,Joksovic?, Milan D.,Todorovic?, Nina,Joksovic?, Ljubinka,Divjakovic?, Vladimir,Trifunovic?, Snez?ana
, p. 1099 - 1108 (2013/08/23)
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.
Nickel complex catalyzed reduction of imines
Vetter,Berkessel
, p. 419 - 422 (2007/10/02)
The 1:1 complexes formed in situ from nickel(II) acetate and the thiosemicarbazones of ortho-hydroxy aromatic aldehydes catalyze the hydrosilylation of imines. A variety of imines were reduced in good to excellent yields employing two equivalents of a silane such as triethylsilane and 5 mol% of the catalysts.
Amines as Dehalogenating Agents. IV. Hydrocarbons, N-Bornyl- and N-Isobornylaniline Formation in the Reaction between 3-Bromocamphor and N-Methylaniline
Giumanini, Angelo G.,Musiani, Marco M.
, p. 423 - 428 (2007/10/02)
N-Methylanilin (4) reagiert bei 200 deg C im Vergleich zu N,N-Dimethylanilin entweder mit 3-Bromcamphor (2) oder Camphor (3) zu den Kohlenwasserstoffen, Camphen 5 und Tricyclen 6 und N-Bornylanilin (exo-endo-Isomers 7).Bei der Reaktion mit 3 ist Saeurekatalyse notwenig.Untersuchungen zum Mechanismus erlauben es, anzunehmen, dass Camphoranil 8 ein gemeinsames Zwischenprodukt fuer alle Produkte und 4 der H-Donator in den Reduktionsstufen ist, auf der Grundlage von kinetischen und stereochemischen Beweisen und unabhaengigen chemischen Experimenten.