Unexpected ring expansion of an enantiopure imidazoline carbene ligand.
[reaction: see text] We report an unexpected ring expansion reaction of an enantiopure fenchone-derived imidazolinium salt during attempts to form copper complexes of the corresponding imidazoline carbene ligand. A N,N'-difenchyl piperazinone was formed in low yield together with the difenchyl-substituted five-membered urea.
Pelegrí
Adela Sanchez
AS
Department of Chemistry, Loughborough University, UK.
Elsegood
Mark R J
MR
McKee
Vickie
V
Weaver
George W
GW
D002384:Catalysis; D018360:Crystallography, X-Ray; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D048288:Imidazolines / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives / Q000737:chemistry*
D006575:Heterocyclic Compounds, 3-Ring; D048288:Imidazolines; D010879:Piperazines; D014508:Urea