Kilic, AhmetDurgun, MustafaDurap, FeyyazAydemir, Murat2024-04-242024-04-2420190022-328X1872-8561https://doi.org/10.1016/j.jorganchem.2019.03.017https://hdl.handle.net/11468/15730This work deals with the synthesis, spectroscopic studies and catalytic evaluation of the novel chiral salen (L1H2) and (L2H2) ligands and their chiral boronate [L-1(B1-4)] and [L-2(B1-4)] complexes. Initially, the reaction of 5-azidomethyl salicylaldehyde and (R)-(-)-2-amino-1-butanol in absolute ethanol afforded a new chiral salen ligand (L1H2). Then, a novel chiral salen ligand (L2H2) have been prepared from chiral salen ligand (L1H2) for the synthesis of boronate [L-2(B1-4)] complexes through click reaction approach under ambient conditions. The reaction of chiral salen (L1H2) and (L2H2) ligands with various boronic acids afforded a new tetra-coordinated mononuclear chiral boronate [L-1(B1-4)] and [L-2(B1-4)] complexes. All the compounds are remarkably stable crystalline solids and were obtained in good yields. For the full characterization of newly synthesized chiral salen ligands and their boronate complexes, the FT-IR, UV-Vis, NMR (H-1, C-13, and B-11), LC-MS, and elemental analysis techniques have been used. The well-shaped chiral boronate compounds were investigated as catalyst for the asymmetric transfer hydrogenation (ATH) of aromatic ketones under appropriate settings. Particularly, it was proved that the ferrocene-based boronate compounds can afford an efficient catalytic conversion compared to the other boronate complexes in the asymmetric transfer hydrogenation catalytic studies. (C) 2019 Elsevier B.V. All rights reserved.eninfo:eu-repo/semantics/closedAccessChiral Salen LigandsBoronate ComplexesSpectroscopyCatalystAsymmetricTransfer HydrogenationKetoneArticle890112WOS:00046528980000110.1016/j.jorganchem.2019.03.017Q2