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Advisor(s)
Abstract(s)
Two piano-stool iron(II) complexes bearing N-heterocyclic carbene ligands outfitted with acetamide- and amine-pendant arms [Cp*Fe(NHC(R))(CO)I] {Cp* = eta(5)-tetramethylcyclopentadienyl; R = CH2CONEt2(3), (CH2)(2)NEt2(4)}, have been prepared and fully characterized. Their catalytic activity in transfer hydrogenation (TH) of ketones usingiPrOH as a hydrogen source and catalytic amounts of base (LiOtBu) has been explored, along with that of previously reported [CpFe(NHC(R))(CO)I] {R =nBu (5), (CH2)(2)OH (6), Et (7), and (CH2)(3)OH (8)} complexes containing hydroxyl and nonfunctionalized alkyl arms. Complex3displayed the highest catalytic activity of the whole series3-8, reaching a TOF(50)value of 533 h(-1). NMR monitoring of the stoichiometric reaction of3with LiOtBu, allowed the identification of a new species3'containing a deprotonated amidate moiety, which has been fully characterized by(1)H,C-13, and(15)N NMR. Finally, a green protocol for the reduction of ketones through TH using glycerol as a hydrogen source, under microwave irradiation in the presence of catalytic amounts of3and base has been developed.
Description
Keywords
Carbene ligands Transfer hydrogenation Reduction Ketones Microwave irradiation
Pedagogical Context
Citation
LOPES, Rita; [et al] – Donor functionalized iron(II) N-heterocyclic carbene complexes in transfer hydrogenation reactions. European Journal of Inorganic Chemistry. ISSN 1434-1948. Vol. 2021, N.º 1 (2021), pp. 22-29
Publisher
Wiley Online Library