The first application of C2-symmetric ferrocenyl phosphinite ligands for rhodium-catalyzed asymmetric transfer hydrogenation of various ketones
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Tarih
2015
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Science Sa
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Homogeneous catalysis has been responsible for many major recent developments in synthetic organic chemistry. The combined use of organometallic and coordination chemistry has produced a number of new and powerful synthetic methods for important classes of compounds in general and for optically active substances in particular. For this aim, a new class of chiral modular C-2-symmetric ferrocenyl phosphinite ligands has been prepared in good yields by using the inexpensive 1,1'-ferrocenedicarboxyaldehyde and various ferrocene based-amino alcohols as starting materials, and applied in the rhodium(I)-catalyzed asymmetric transfer hydrogenation (ATH) of aromatic ketones to give corresponding secondary alcohols with excellent enantioselectivities and reactivities using isoPrOH as the hydrogen source (up to 99% conversion and 99% ee). The substituents on the backbone of the ligands are found to exhibit a remarkable effect on both the activity and % ee. The structures of these ligands and their complexes have been elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental analysis. (C) 2015 Elsevier B.V. All rights reserved.
Açıklama
Anahtar Kelimeler
Asymmetric Catalysis, C-2-Symmetric Ferrocenyl Phosphinite, Asymmetric Transfer Hydrogenation, Aromatic Ketones, Rhodium(I)
Kaynak
Inorganica Chimica Acta
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
438