15869-96-2Relevant articles and documents
Ben-Efraim
, p. 957 (1967)
Addition reactions of organometallic reagents to nitrogen trifluoride and enhanced alkyl-alkyl coupling by NF3
Belter, Randolph K.
, p. 110 - 113 (2015/04/27)
A survey of the reaction of nitrogen trifluoride (NF3) with various organometallic reagents finds that organomagnesium (Grignard) reagents are the most useful for producing N,N-difluoroaminoalkanes. Alkyl-alkyl coupling is a persistant side reaction. Organolithiums are marginally effective. Organocopper, organozinc reagents undergo primarily alkyl-alkyl coupling catalyzed by the presence of NF3. Organocalcium and organoaluminum reagents are unreactive.
Ultrasound promoted Wurtz coupling of alkyl bromides and dibromides
Vandenburg, Daniel,Price, Gareth J.
experimental part, p. 5 - 8 (2012/04/04)
Sonochemically enhanced Wurtz coupling using lithium metal has been investigated for a number of isomeric alkyl bromides under a variety conditions. The products result from direct coupling of short lived radicals formed at the metal surface rather than the secondary radicals which can be formed during coupling of aromatic halides and thus give rise to a single major product. Coupling has been extended to dibrominated aryl and alkyl compounds as well as showing that aryl-alkyl coupling is possible. Dibrominated alkyls were found to give low molecular weight oligomers although no reaction occurred for 1,2-isomers. The growth of oligomers in THF may be solubility limited. A simple model is proposed to explain these findings.
