Enhanced Hydrogen Generation from Formic Acid by Half-Sandwich Iridium(III) Complexes with Metal/NH Bifunctionality: A Pronounced Switch from Transfer Hydrogenation

2015 ◽  
Vol 21 (39) ◽  
pp. 13513-13517 ◽  
Author(s):  
Asuka Matsunami ◽  
Yoshihito Kayaki ◽  
Takao Ikariya
Keyword(s):  
Formic Acid ◽  
Hydrogen Generation ◽  
Transfer Hydrogenation ◽  
Half Sandwich

scholarly journals New Bifunctional Bis(azairidacycle) with Axial Chirality via Double Cyclometalation of 2,2′-Bis(aminomethyl)-1,1′-binaphthyl

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1165
Author(s):  
Yasuhiro Sato ◽  
Yuichi Kawata ◽  
Shungo Yasui ◽  
Yoshihito Kayaki ◽  
Takao Ikariya
Keyword(s):  
Hydrogen Transfer ◽  
Bond Cleavage ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Catalyst Precursor ◽  
Asymmetric Catalysts ◽  
Axially Chiral ◽  
Diastereomeric Mixture ◽  
Raney Ni ◽  
Half Sandwich

As a candidate for bifunctional asymmetric catalysts containing a half-sandwich C–N chelating Ir(III) framework (azairidacycle), a dinuclear Ir complex with an axially chiral linkage is newly designed. An expedient synthesis of chiral 2,2′-bis(aminomethyl)-1,1′-binaphthyl (1) from 1,1-bi-2-naphthol (BINOL) was accomplished by a three-step process involving nickel-catalyzed cyanation and subsequent reduction with Raney-Ni and KBH4. The reaction of (S)-1 with an equimolar amount of [IrCl2Cp*]2 (Cp* = η5–C5(CH3)5) in the presence of sodium acetate in acetonitrile at 80 °C gave a diastereomeric mixture of new dinuclear dichloridodiiridium complexes (5) through the double C–H bond cleavage, as confirmed by 1H NMR spectroscopy. A loss of the central chirality on the Ir centers of 5 was demonstrated by treatment with KOC(CH3)3 to generate the corresponding 16e amidoiridium complex 6. The following hydrogen transfer from 2-propanol to 6 provided diastereomers of hydrido(amine)iridium retaining the bis(azairidacycle) architecture. The dinuclear chlorido(amine)iridium 5 can serve as a catalyst precursor for the asymmetric transfer hydrogenation of acetophenone with a substrate to a catalyst ratio of 200 in the presence of KOC(CH3)3 in 2-propanol, leading to (S)-1-phenylethanol with up to an enantiomeric excess (ee) of 67%.

scholarly journals Pd/C Synthesized with Citric Acid: An Efficient Catalyst for Hydrogen Generation from Formic Acid/Sodium Formate

2012 ◽  
Vol 2 (1) ◽  
Author(s):  
Zhi-Li Wang ◽  
Jun-Min Yan ◽  
Hong-Li Wang ◽  
Yun Ping ◽  
Qing Jiang
Keyword(s):  
Citric Acid ◽  
Formic Acid ◽  
Hydrogen Generation ◽  
Sodium Formate ◽  
Efficient Catalyst

scholarly journals Cover Picture: Selective Hydrogen Generation from Formic Acid with Well-Defined Complexes of Ruthenium and Phosphorus-Nitrogen PN3 -Pincer Ligand (Chem. Asian J. 9/2016)

2016 ◽  
Vol 11 (9) ◽  
pp. 1294-1294
Author(s):  
Yupeng Pan ◽  
Cheng-Ling Pan ◽  
Yufan Zhang ◽  
Huaifeng Li ◽  
Shixiong Min ◽  
...  
Keyword(s):  
Formic Acid ◽  
Hydrogen Generation ◽  
Pincer Ligand

scholarly journals Quinone Reduction by Organo-Osmium Half-Sandwich Transfer Hydrogenation Catalysts

2021 ◽  
Vol 40 (17) ◽  
pp. 3012-3023
Author(s):  
Elizabeth M. Bolitho ◽  
Nathan G. Worby ◽  
James P. C. Coverdale ◽  
Juliusz A. Wolny ◽  
Volker Schünemann ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Hydrogenation Catalysts ◽  
Quinone Reduction ◽  
Half Sandwich

Efficient hydrogen generation from formic acid using AgPd nanoparticles immobilized on carbon nitride-functionalized SBA-15

RSC Advances ◽  
2016 ◽  
Vol 6 (52) ◽  
pp. 46908-46914 ◽  
Author(s):  
Lixin Xu ◽  
Bo Jin ◽  
Jian Zhang ◽  
Dang-guo Cheng ◽  
Fengqiu Chen ◽  
...  
Keyword(s):  
Formic Acid ◽  
Carbon Nitride ◽  
Reduction Method ◽  
Hydrogen Generation ◽  
Graphitic Carbon ◽  
Graphitic Carbon Nitride ◽  
Co Reduction ◽  
First Time

Bimetallic AgPd nanoparticles were successfully immobilized on graphitic carbon nitride (g-C3N4) functionalized SBA-15 for the first time by a facile co-reduction method.

Dehydrogenation of Formic Acid by a Ru II Half Sandwich Catalyst

2021 ◽  
Vol 6 (35) ◽  
pp. 9447-9452
Author(s):  
Aditi Vatsa ◽  
Sumanta Kumar Padhi
Keyword(s):  
Formic Acid ◽  
Half Sandwich

Enhancing the Feasibility of Pd/C-catalyzed Formic Acid Decomposition for Hydrogen Generation – Catalyst Pretreatment, Deactivation, and Regeneration

2021 ◽  
Author(s):  
Axel Kosider ◽  
Dominik Blaumeiser ◽  
Simon Schoetz ◽  
Patrick Preuster ◽  
Andreas Bösmann ◽  
...  
Keyword(s):  
Formic Acid ◽  
Low Temperatures ◽  
Hydrogen Generation ◽  
Side Reactions ◽  
Acid Decomposition ◽  
Catalyst Pretreatment ◽  
Formic Acid Decomposition ◽  
Catalyst Systems

Formic acid decomposition (FAD) generates H2 at low temperatures. However, many known catalyst systems suffer from deactivation due to competing side reactions during FAD. In this work, we focus on...

Versatile Rh- and Ir-Based Catalysts for CO2 Hydrogenation, Formic Acid Dehydrogenation, and Transfer Hydrogenation of Quinolines

2018 ◽  
Vol 57 (22) ◽  
pp. 14186-14198 ◽  
Author(s):  
Jairo Fidalgo ◽  
Margarita Ruiz-Castañeda ◽  
Gabriel García-Herbosa ◽  
Arancha Carbayo ◽  
Félix A. Jalón ◽  
...  
Keyword(s):  
Formic Acid ◽  
Co2 Hydrogenation ◽  
Transfer Hydrogenation ◽  
Formic Acid Dehydrogenation
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