Synthesis of new boron complexes: application to transfer hydrogenation of acetophenone derivatives

2011 ◽  
Vol 25 (5) ◽  
pp. 390-394 ◽  
Author(s):  
Ahmet Kilic ◽  
Cezmi Kayan ◽  
Murat Aydemir ◽  
Feyyaz Durap ◽  
Mustaf Durgun ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Acetophenone Derivatives ◽  
Boron Complexes

scholarly journals Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 671
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Acid Catalysts ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Chiral Complexes ◽  
Acetophenone Derivatives ◽  
Aryl Ketones

A series of chiral complexes of the form Ir(NHC)2(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)2(l-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.

Fluorine/phenyl chelated boron complexes: Synthesis, fluorescence properties and catalyst for transfer hydrogenation of aromatic ketones

2014 ◽  
Vol 162 ◽  
pp. 9-16 ◽  
Author(s):  
Ahmet Kilic ◽  
Murat Aydemir ◽  
Mustafa Durgun ◽  
Nermin Meriç ◽  
Yusuf Selim Ocak ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Fluorescence Properties ◽  
Aromatic Ketones ◽  
Boron Complexes

scholarly journals Asymmetric transfer hydrogenation of heterocycle-containing acetophenone derivatives using N-functionalised [(benzene)Ru(II)(TsDPEN)] complexes

Tetrahedron ◽  
2021 ◽  
pp. 132562
Author(s):  
Jonathan Barrios-Rivera ◽  
Yingjian Xu ◽  
Guy J. Clarkson ◽  
Martin Wills
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Acetophenone Derivatives

scholarly journals Coumarin or benzoxazinone bearing benzimidazolium and bis(benzimidazolium) salts; involvement in transfer hydrogenation of acetophenone derivatives and hCA inhibition

2015 ◽  
Vol 4 (5) ◽  
pp. 252-260
Author(s):  
Mert Olgun KarataÅŸ ◽  
Serkan Dayan ◽  
Nilgün Kayacı ◽  
ÇiÄŸdem Bilen ◽  
Emre Yavuz ◽  
...  
Keyword(s):  
Carbonic Anhydrase ◽  
Bond Activation ◽  
Suzuki Reaction ◽  
Catalytic Reactions ◽  
Transfer Hydrogenation ◽  
Carbonic Anhydrases ◽  
Acetophenone Derivatives ◽  
Coumarin Compounds ◽  
Benzimidazolium Salts

Four new salts of benzimidazolium and bis(benzimidazolium) which include coumarin or benzoxazinone moieties were synthesized and the structures of the newly synthesized compounds were elucidated on the basis of spectral analyses such as 1H-NMR, 13C-NMR, HSQC, IR, LC-MS and elemental analysis. Benzimidazolium salts were used intensively as N-heterocyclic carbene (NHC) precursors in the various catalytic reactions such as transfer hydrogenation (TH), C-H bond activation, Heck, Suzuki reaction etc. With the prospect of potential NHC precursor properties of the synthesized compounds, they were employed in the (TH) reaction of p-substitute acetophenones (acetophenone, p-methyl acetophenone, p-chloro acetophenone) and good yields were observed. Coumarin compounds are known as inhibitor of carbonic anhydrase and inhibition effects of the synthesized compounds on human carbonic anhydrases (hCA) were investigated as in vitro. The in vitro results demonstrated that all compounds inhibited hCA I and hCA II activity. Among the synthesized compounds 1,4-bis(1-((6,8-dimethyl-2H-chromen-2-one-4-yl)methyl)benzimidazolium-3-yl)butane dichloride was found to be the most active IC50= 5.55 mM and 6.06 mM for hCA I and hCA II, respectively.

scholarly journals Asymmetric transfer hydrogenation of acetophenone derivatives using 2-benzyl-tethered ruthenium (II)/TsDPEN complexes bearing η6-(p-OR) (R = H, iPr, Bn, Ph) ligands

2018 ◽  
Vol 875 ◽  
pp. 72-79 ◽  
Author(s):  
Richard C. Knighton ◽  
Vijyesh K. Vyas ◽  
Luke H. Mailey ◽  
Bhalchandra M. Bhanage ◽  
Martin Wills
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Acetophenone Derivatives

Asymmetric transfer hydrogenation of acetophenone derivatives with novel chiral phosphinite based η6-p-cymene/ruthenium(II) catalysts

2011 ◽  
Vol 696 (8) ◽  
pp. 1541-1546 ◽  
Author(s):  
Murat Aydemir ◽  
Nermin Meric ◽  
Akin Baysal ◽  
Yilmaz Turgut ◽  
Cezmi Kayan ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Acetophenone Derivatives

scholarly journals Synthesis and Characterization of Half-Sandwich Ruthenium Complexes Containing Aromatic Sulfonamides Bearing Pyr­id­inyl Rings: Catalysts for Transfer Hydrogenation of Acetophenone Derivatives

2013 ◽  
Vol 2013 (18) ◽  
pp. 3224-3232 ◽  
Author(s):  
Serkan Dayan ◽  
Nilgun Ozpozan Kalaycioglu ◽  
Jean-Claude Daran ◽  
Agnès Labande ◽  
Rinaldo Poli
Keyword(s):  
Ruthenium Complexes ◽  
Transfer Hydrogenation ◽  
Synthesis And Characterization ◽  
Acetophenone Derivatives ◽  
Half Sandwich

The application of novel boron complexes in asymmetric transfer hydrogenation of aromatic ketones

2015 ◽  
Vol 26 (18-19) ◽  
pp. 1058-1064 ◽  
Author(s):  
Hamdi Temel ◽  
Salih Paşa ◽  
Murat Aydemir
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Aromatic Ketones ◽  
Boron Complexes

scholarly journals Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Ketones

2021 ◽  
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantiomeric Excess ◽  
Oxidative Addition ◽  
Transfer Hydrogenation ◽  
Acid Catalysts ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Chiral Complexes ◽  
Acetophenone Derivatives

A series of chiral complexes of the form Ir(NHC)2(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)2(l-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.

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