Synthesis of cis-1,2-diol-type chiral ligands and their dioxaborinane derivatives: Application for the asymmetric transfer hydrogenation of various ketones and biological evaluation
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Tarih
2020
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Two cis-1,2-diol-type chiral ligands (T-1 and T-2) and their tri-coordinated chiral dioxaborinane (T(1-2)B(1-2)) and four-coordinated chiral dioxaborinane adducts with 4-tert-butyl pyridine sustained by N -> B dative bonds (T(1-2)B(1-2)-N) were synthesized and characterized by various spectroscopic techniques such as NMR (H-1, C-13, and B-11), FT-IR and UV-Vis spectroscopy, LC-MS/MS, and elemental analysis. It was suggested that both ferrocene and trifluoromethyl groups played key roles in the catalytic and biological studies because they could tune the solubility of the chiral dioxaborinane complexes and adjust the strength of intermolecular interactions. To assess the biological activities of newly synthesized chiral dioxaborinane compounds, DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging, reducing power, antibacterial, DNA binding, and DNA cleavage activities were tested. Then, all chiral dioxaborinane complexes were investigated as catalysts for the asymmetric transfer hydrogenation of various ketones under suitable conditions. The results indicated that the chiral dioxaborinane catalysts performed well with high yields.
Açıklama
Anahtar Kelimeler
asymmetric transfer hydrogenation, biological activitieschiral dioxaborinanesCis-1, 2-diol-type chiral ligands
Kaynak
Applied Organometallic Chemistry
WoS Q Değeri
Q1
Scopus Q Değeri
Q1
Cilt
34
Sayı
10