86350-41-6Relevant articles and documents
Synthesis, structure, absolute configuration, and magnetic studies of some copper(II) complexes of chiral bidentate and tridentate fluorinated aminoalkoxy ligands
Loeb, Stephen J.,Richardson, John F.,Willis, Christopher J.
, p. 2736 - 2743 (2008/10/08)
Template condensation of 5,5,5-trifluoro-4-(trifluoromethyl)-4-hydroxy-2-pentanone, CH3COCH2C(CF3)2OH, with primary amines RNH2 in the presence of Cu2+ leads to Cu2+ complexes of bidentate iminoalkoxy ligands. Hydrogenation of these gives the amino alcohols, RNHCH(CH3)CH2C(CF3)2OH, in which a new chiral center is present; these also act as bidentate ligands toward Cu2+, giving stable, neutral complexes. A complete structural determination for the latter with R = menthyl has been carried out. The complex, of molecular formula C32H52CuF12N2O2, crystallizes in the orthorhombic space group P212121 with four formula units per unit cell. The unit cell dimensions are a = 16.225 (5) ?, b = 18.021 (5) ?, and c = 13.248 (5) ?. Knowledge of the absolute configuration of the chiral substituent enables that of the new center in the ring to be assigned. Through the use of CD spectra, assignments of configuration are then made to complexes where other R groups are present. Tridentate iminoalkoxy ligands are formed by similar template condensation reactions using chiral-substituted amino alcohols, NH2CH(R′)CH2OH. Hydrogenation of their Cu2+ complexes leads to amino diols, HOCH2CH(R′)NHCH(CH3)C(CF3)2OH, where two chiral centers are now present. By formation of Cu2+ complexes and comparison of CD spectra with those of bidentate ligands, assignments of absolute configuration are made. The amino diol Cu2+ complexes are dinuclear, and magnetic studies show antiferromagnetic interactions between Cu2+ ions; the degree of interaction is related to the bulk of the substituent R′ group.
