The chiral boronate-catalyzed asymmetric transfer hydrogenation of various aromatic ketones to high-value alcohols: Preparation and spectroscopic studies
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Tarih
2019
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Science Sa
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
This 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.
Açıklama
Anahtar Kelimeler
Chiral Salen Ligands, Boronate Complexes, Spectroscopy, Catalyst, Asymmetric, Transfer Hydrogenation, Ketone
Kaynak
Journal of Organometallic Chemistry
WoS Q Değeri
Q2
Scopus Q Değeri
Cilt
890
