Iridium(I) complexes bearing the ( S , S )- i Pr-pybox ligand in the asymmetric transfer hydrogenation of acetophenone

Julián, Eire de; Dı́ez, Josefina; Lastra, Elena; Gamasa, M. Pilar

doi:10.1016/j.molcata.2014.07.008

Cited by 10 publications

(6 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…63 The tetrahydroisoquinoline derived alcohol 6, which worked nicely in these reduction processes with rodium and ruthenium catalysts, was also used in combination with the complex [IrCl 2 Cp*] 2 in the ATH of acetophenone under isopropanol and potassium tert-butoxide conditions with moderate results (35% conv, 75% ee). 11 In addition, similar results were obtained when cationic or neutral iridium complexes 62 64 and 63, 65 were used for the ATH of phenones, isopropanol and potassium hydroxide being the reaction medium.…”

Section: Iridium Catalystssupporting

confidence: 59%

Catalytic asymmetric transfer hydrogenation of ketones: recent advances

Foubelo

Nájera

Yus

2015

Tetrahedron: Asymmetry

215

View full text Add to dashboard Cite

Abstract-In this review article we will consider the main processes on asymmetric transfer hydrogenation (ATH) of ketones from 2008 up today. The most effective organometallic compounds (derived from Ru, Rh, Ir, Fe, Os, Ni, Co, and Re) and chiral ligands (derived from amino alcohols, diamines, sulphur-and phosphorous-containing compounds, as well as heterocyclic systems) will be shown paying special attention to functionalized substrates, tandem reactions, processes under nonconventional conditions, supported catalysts, dynamic kinetic resolutions (DKR), the use of water as a green solvent, theoretical and experimental studies on reaction mechanisms, enzymatic processes and finally applications to the total synthesis of biologically active organic molecules. _____________________________________________________________________________________

show abstract

Section: Iridium Catalystssupporting

confidence: 59%

Catalytic asymmetric transfer hydrogenation of ketones: recent advances

Foubelo

Nájera

Yus

2015

Tetrahedron: Asymmetry

215

View full text Add to dashboard Cite

show abstract

“…59,64 High enantioselectivity was achieved. Their application in Ir(III), 65 Ir(I), 66 and Os(II) 67,68 catalysts was developed by the Gamasa group. Remarkable reactivity and enantioselectivity were achieved with Os(II).…”

Section: Nnn-type Ligandsmentioning

confidence: 99%

“…In 2004, Pybox ( NNN-L3 and NNN-L4 ) was first employed in Ru-catalyzed hydrogenation of ketone. , High enantioselectivity was achieved. Their application in Ir(III), Ir(I), and Os(II) , catalysts was developed by the Gamasa group. Remarkable reactivity and enantioselectivity were achieved with Os(II).…”

Section: Overview Of Chiral Tridentate Ligands For Hydrogenationmentioning

confidence: 99%

“…This Ir(III) complex was prepared by one-pot reaction of [Ir(COE) 2 Cl] 2 with Cl 2 (in CCl 4 solution), followed by the complexation with Pybox NNN-L4 . In 2014, Gamasa and co-workers reported the synthesis of Pybox/Ir(I) catalyst NNN-Ir-2 by mixing [Pybox-Ir-(η 2 -C 2 H 4 ) 2 ] with alkyne (Scheme ).…”

Section: Synthesis Of Chiral Tridentate Ligand Complexesmentioning

confidence: 99%

See 1 more Smart Citation

Chiral Tridentate Ligands in Transition Metal-Catalyzed Asymmetric Hydrogenation

2021

View full text Add to dashboard Cite

Asymmetric hydrogenation (AH) of double bonds has been one of the most effective methods for the preparation of chiral molecules and for the synthesis of important chiral building blocks. In the past 60 years, noble metals with bidentate ligands have shown marvelous reactivity and enantioselectivity in asymmetric hydrogenation of a series of prochiral substrates. In recent years, developing chiral tridentate ligands has played an increasingly important role in AH. With modular frameworks and a variety of functionalities on the side arms, chiral tridentate ligand complexes enable both reactivities and stereoselectivities. Although great achievements have been made for noble metal catalysts with chiral tridentate ligands since the 1990s, the design of chiral tridentate ligands for earth abundant metal catalysts has still been in high demand. This review summarizes the development of chiral tridentate ligands for homogeneous asymmetric hydrogenation. The philosophy of ligand design and the reaction mechanisms are highlighted and discussed as well.

show abstract

“…Ligands with different transition metals such as amido [19][20][21][22], thiolate [23][24][25][26][27][28], phosphido [29], imido [30][31][32][33][34][35][36][37][38][39][40], oxo [41][42][43][44][45][46], and sulfido [47] have been investigated for this reaction. The most active and selective catalysts for the transfer hydrogenation reactions are ruthenium [48], iridium [49] and rhodium [50] complexes containing nitrogen, oxygen and N,O-donor ligands [51][52][53][54][55][56][57][58]. We have investigated the synthesis of ruthenium complexes containing polypyridine ligands and their application as potential homogeneous catalysts.…”

Section: Scheme 1 Hydrogen Transfer Reaction Of Ketones (Htr)mentioning

confidence: 99%

Catalytic activity in transfer hydrogenation using ruthenium (II) carbonyl complexes containing two 1,8-naphthyridine as N-monodentate ligands

Gajardo

Araya

Ibáñez

et al. 2019

Inorganica Chimica Acta

View full text Add to dashboard Cite

, who retired recently. Professor Le Bozec had a long and fruitful collaboration with our group in Chile for 30 years. During that time many Chilean postgraduate students made part of their theses in the University of Rennes, supervised by Prof. Le Bozec. Throughout his collaboration with us, we have not only an excellent co-worker but also a great friend and we are sure that our friendship will last forever.

show abstract

Iridium(I) complexes bearing the ( S , S )- i Pr-pybox ligand in the asymmetric transfer hydrogenation of acetophenone

Cited by 10 publications

References 17 publications

Catalytic asymmetric transfer hydrogenation of ketones: recent advances

Catalytic asymmetric transfer hydrogenation of ketones: recent advances

Chiral Tridentate Ligands in Transition Metal-Catalyzed Asymmetric Hydrogenation

Catalytic activity in transfer hydrogenation using ruthenium (II) carbonyl complexes containing two 1,8-naphthyridine as N-monodentate ligands

Contact Info

Product

Resources

About