Synthesis, structure, and catalytic activity of organoaluminum complexes with chiral biaryl Schiff-base ligands
摘要:
A new series of organoaluminum complexes have been prepared by alkane elimination in good yields from AlMe3 and chiral biaryl Schiff-base NO2 ligands, 1H(2)-7H(2), which are derived from (S)-2-amino-2 ' hydroxy-1,1 '-binaphthyl or (S)-2-amino-2 '-hydroxy-6,6 '-dimethyl-1,1 '-biphenyl, respectively. However, solvent plays an important role in the formation of the aluminum complexes. For example, treatment of ligand 1H(2) with 1 equiv of AlMe3 in THF gives the mononuclear complex (1)AlMe(THF) (8) in 90% yield. While reaction of 2H(2), 3H(2), 4H(2), 5H(2), 6H(2) or 7H(2) with 1 equiv of AlMe3 in benzene gives the binuclear complexes {(2)AlMe}(2) (9), {(3)AlMe}(2) (10), {(4)AlMe}(2) (11), {(5)AlMe}(2) (12), {(6)AlMe}(2) (13) and {(7)AlMe}(2) (14), respectively, in good yields. Complexes 8-14 have been characterized by various spectroscopic techniques, elemental analyses, and X-ray diffraction analyses. The complexes 8-14 are active catalysts for the polymerization of rac-lactide in the presence of isopropanol, leading to the heterotacticrich polylactides. (C) 2014 Elsevier B.V. All rights reserved.