1049678-66-1Relevant articles and documents
A copper complex bearing a TEMPO moiety as catalyst for the aerobic oxidation of primary alcohols
Lu, Zhengliang,Costa, Jose Sanchez,Roubeau, Olivier,Mutikainen, Ilpo,Turpeinen, Urho,Teat, Simon J.,Gamez, Patrick,Reedijk, Jan
, p. 3567 - 3573 (2008/12/22)
A new bifunctional, triazine-based ligand has been designed with the aim to generate a copper(ii) complex holding a TEMPO (2,2,6,6- tetramethylpiperidinyloxy) moiety. The coordination compound obtained from the ligand 4-(2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)ethoxy)-6-(4-amino-2,2,6,6- tetramethylpiperidine-1-oxyl)-N,N-diphenyl-1,3,5-triazin-2-amine (pypzt-1) and copper(ii) bromide (i.e. complex 8) is capable of catalysing the selective, aerobic oxidation of benzyl alcohol to 84% of benzaldehyde in 24 h. This galactose oxidase activity of the copper/TEMPO complex is observed as well for the conversion of the non-activated alkyl alcohol octan-1-ol to octanal with a yield of 29% after the same reaction time. The single-crystal X-ray structure of 8 shows that its crystal lattice contains [Cu IBr2]- anions which appear to be stabilised by means of both anion-π and hydrogen bonding interactions. In addition, the solid state structure of 8 exhibits (lone-pair)-π interactions between the nitrogen atom of an acetonitrile molecule and a triazine ring. The magnetic properties of 8 have been investigated by EPR and magnetic susceptibility measurements.