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Reaction of copper(I) thiocyanate and triphenylphosphane with the bidentate Schiff base N,N?-bis(trans-2-nitrocinnamaldehyde)ethylenediamine {Nca2en, (1); systematic name (1E,1?E,2E,2?E)-N,N?-(ethane-1,2-diyl)bis[3-(2-nitrophenyl)prop-2-en-1-imine]}, C20H18N4O4, in a 1:1:1 molar ratio in acetonitrile resulted in the formation of the complex {(1E,1?E,2E,2?E)-N,N?-(ethane-1,2-diyl)bis[3-(2-nitrophenyl)prop-2-en-1-imine]-kappa2 N,N?}(thiocyanato-kappaN)(triphenylphosphane-kappaP)copper(I)], [Cu(NCS)(C20H18N4O4)(C18H15P)] or [Cu(NCS)(Nca2en)(PPh3)], (2). The Schiff base and copper(I) complex have been characterized by elemental analyses, IR, electronic and 1H NMR spectroscopy, and X-ray crystallography [from synchrotron data for (1)]. The molecule of (1) lies on a crystallographic inversion centre, with a trans conformation for the ethylenediamine unit, and displays significant twists from coplanarity of its nitro group, aromatic ring, conjugated chain and especially ethylenediamine segments. It acts as a bidentate ligand coordinating via the imine N atoms to the CuI atom in complex (2), in which the ethylenediamine unit necessarily adopts a somewhat flattened gauche conformation, resulting in a rather bowed shape overall for the ligand. The NCS- ligand is coordinated through its N atom. The geometry around the CuI atom is distorted tetrahedral, with a small N-Cu-N bite angle of 81.56(12) and an enlarged opposite angle of 117.29(9) for SCN-Cu-P. Comparisons are made with the analogous Schiff base having no nitro substituents and with metal complexes of both ligands.
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Electric Literature of 1111-67-7. In my other articles, you can also check out more blogs about 1111-67-7
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”