CO2 hydrogenation catalyzed by iridium complexes with a proton-responsive ligand
Abstract
In this study, the catalytic cycle for the production of formic acid by CO₂ hydrogenation and the reverse reaction has received renewed attention because they are viewed as offering a viable scheme for hydrogen storage and release. In this Forum Article, CO₂ hydrogenation catalyzed by iridium complexes bearing N^N-bidentate ligands is reported. We describe how a ligand containing hydroxyl groups as proton-responsive substituents enhances catalytic performance by an electronic effect of the oxyanions and a pendent-base effect through secondary coordination sphere interaction. In particular, [(Cp*IrCl)₂(TH2BPM)]Cl₂ (Cp* = pentamethyl cyclopentadienyl, TH2BPM = 4,4',6,6'-tetrahydroxy-2,2'-bipyrimidine) promotes enormously the catalytic hydrogenation of CO₂ by these synergistic effects under atmospheric pressure and at room temperature. Additionally, newly designed complexes with azole-type ligands are applied to CO₂ hydrogenation. The catalytic efficiencies of the azole-type complexes are much higher than that of the unsubstituted bipyridine complex [Cp*Ir(bpy)(OH₂)]SO₄. Furthermore, the introduction of one or more hydroxyl groups into ligands such as 2-pyrazolyl-6-hydroxypyridine, 2-pyrazolyl-4,6-dihydroxyl pyrimidine, and 4-pyrazolyl-2,6-dihydroxyl pyrimidine enhanced catalytic activity. It is clear that the incorporation of electron-donating hydroxyl groups into proton-responsive ligands is effective for promoting the hydrogenation of CO₂.
- Authors:
-
- National Institute of Advanced Industrial Science and Technology, Ibaraki (Japan); Japan Science and Technology Agency, Saitama (Japan)
- National Institute of Advanced Industrial Science and Technology, Ibaraki (Japan)
- Brookhaven National Lab. (BNL), Upton, NY (United States)
- Publication Date:
- Research Org.:
- Brookhaven National Lab. (BNL), Upton, NY (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1182536
- Report Number(s):
- BNL-107637-2015-JA
Journal ID: ISSN 0020-1669; R&D Project: CO026; KC0304030
- Grant/Contract Number:
- SC00112704
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Inorganic Chemistry
- Additional Journal Information:
- Journal Volume: 54; Journal Issue: 11; Journal ID: ISSN 0020-1669
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; proton-responsive ligand; iridium complexes; CO₂ hydrogenation
Citation Formats
Onishi, Naoya, Xu, Shaoan, Manaka, Yuichi, Suna, Yuki, Wang, Wan -Hui, Muckerman, James T., Fujita, Etsuko, and Himeda, Yuichiro. CO2 hydrogenation catalyzed by iridium complexes with a proton-responsive ligand. United States: N. p., 2015.
Web. https://doi.org/10.1021/ic502904q.
Onishi, Naoya, Xu, Shaoan, Manaka, Yuichi, Suna, Yuki, Wang, Wan -Hui, Muckerman, James T., Fujita, Etsuko, & Himeda, Yuichiro. CO2 hydrogenation catalyzed by iridium complexes with a proton-responsive ligand. United States. https://doi.org/10.1021/ic502904q
Onishi, Naoya, Xu, Shaoan, Manaka, Yuichi, Suna, Yuki, Wang, Wan -Hui, Muckerman, James T., Fujita, Etsuko, and Himeda, Yuichiro. Wed .
"CO2 hydrogenation catalyzed by iridium complexes with a proton-responsive ligand". United States. https://doi.org/10.1021/ic502904q. https://www.osti.gov/servlets/purl/1182536.
@article{osti_1182536,
title = {CO2 hydrogenation catalyzed by iridium complexes with a proton-responsive ligand},
author = {Onishi, Naoya and Xu, Shaoan and Manaka, Yuichi and Suna, Yuki and Wang, Wan -Hui and Muckerman, James T. and Fujita, Etsuko and Himeda, Yuichiro},
abstractNote = {In this study, the catalytic cycle for the production of formic acid by CO₂ hydrogenation and the reverse reaction has received renewed attention because they are viewed as offering a viable scheme for hydrogen storage and release. In this Forum Article, CO₂ hydrogenation catalyzed by iridium complexes bearing N^N-bidentate ligands is reported. We describe how a ligand containing hydroxyl groups as proton-responsive substituents enhances catalytic performance by an electronic effect of the oxyanions and a pendent-base effect through secondary coordination sphere interaction. In particular, [(Cp*IrCl)₂(TH2BPM)]Cl₂ (Cp* = pentamethyl cyclopentadienyl, TH2BPM = 4,4',6,6'-tetrahydroxy-2,2'-bipyrimidine) promotes enormously the catalytic hydrogenation of CO₂ by these synergistic effects under atmospheric pressure and at room temperature. Additionally, newly designed complexes with azole-type ligands are applied to CO₂ hydrogenation. The catalytic efficiencies of the azole-type complexes are much higher than that of the unsubstituted bipyridine complex [Cp*Ir(bpy)(OH₂)]SO₄. Furthermore, the introduction of one or more hydroxyl groups into ligands such as 2-pyrazolyl-6-hydroxypyridine, 2-pyrazolyl-4,6-dihydroxyl pyrimidine, and 4-pyrazolyl-2,6-dihydroxyl pyrimidine enhanced catalytic activity. It is clear that the incorporation of electron-donating hydroxyl groups into proton-responsive ligands is effective for promoting the hydrogenation of CO₂.},
doi = {10.1021/ic502904q},
journal = {Inorganic Chemistry},
number = 11,
volume = 54,
place = {United States},
year = {2015},
month = {2}
}
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Works referencing / citing this record:
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Efficient Hydrogen Storage and Production Using a Catalyst with an Imidazoline‐Based, Proton‐Responsive Ligand
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Utilization of a Fluorescent Dye Molecule as a Proton and Electron Reservoir
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A Precious Catalyst: Rhodium-Catalyzed Formic Acid Dehydrogenation in Water: A Precious Catalyst: Rhodium-Catalyzed Formic Acid Dehydrogenation in Water
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Enhanced Hydrogen Generation from Formic Acid by Half-Sandwich Iridium(III) Complexes with Metal/NH Bifunctionality: A Pronounced Switch from Transfer Hydrogenation
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- Chemistry - A European Journal, Vol. 21, Issue 39
Half‐sandwich ruthenium complexes with S chiff base ligands bearing a hydroxyl group: Preparation, characterization and catalytic activities
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Cooperative iridium complex-catalyzed synthesis of quinoxalines, benzimidazoles and quinazolines in water
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Synthesis of Carboxylic Acids and Esters from CO2
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Evaluating the impacts of amino acids in the second and outer coordination spheres of Rh-bis(diphosphine) complexes for CO 2 hydrogenation
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Changing the Mechanism for CO 2 Hydrogenation Using Solvent-Dependent Thermodynamics
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Development of Effective Catalysts for Hydrogen Storage Technology Using Formic Acid
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Biomimetic heterobimetallic architecture of Ni( ii ) and Fe( ii ) for CO 2 hydrogenation in aqueous media. A DFT study
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CO 2 reduction: the quest for electrocatalytic materials
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Carbon Nitride as a Ligand: Selective Hydrogenation of Terminal Alkenes Using [(η 5 ‐C 5 Me 5 )IrCl(g‐C 3 N 4 ‐κ 2 N,N’ )]Cl
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- Chemistry – A European Journal
Ruthenium complexes bearing an unsymmetrical pincer ligand with a 2-hydroxypyridylmethylene fragment: active catalysts for transfer hydrogenation of ketones
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Protic NNN and NCN Pincer-Type Ruthenium Complexes Featuring (Trifluoromethyl)pyrazole Arms: Synthesis and Application to Catalytic Hydrogen Evolution from Formic Acid
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Carbon Dioxide Hydrogenation and Formic Acid Dehydrogenation Catalyzed by Iridium Complexes Bearing Pyridyl-pyrazole Ligands: Effect of an Electron-donating Substituent on the Pyrazole Ring on the Catalytic Activity and Durability
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Catalytic reactivity of an iridium complex with a proton responsive N-donor ligand in CO 2 hydrogenation to formate
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Iridium–NHC-based catalyst for ambient pressure storage and low temperature release of H 2 via the CO 2 /HCO 2 H couple
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Mixed-valence copper( i,ii ) complexes with 4-(1H-pyrazol-1-yl)-6-R-pyrimidines: from ionic structures to coordination polymers
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Base-free hydrogenation of CO 2 to formic acid in water with an iridium complex bearing a N,N′-diimine ligand
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Ruthenium NNN complexes with a 2-hydroxypyridylmethylene fragment for transfer hydrogenation of ketones: Ruthenium complexes for transfer hydrogenation of ketones
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Iridium Complexes with Proton-Responsive Azole-Type Ligands as Effective Catalysts for CO 2 Hydrogenation
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Making a Splash in Homogeneous CO 2 Hydrogenation: Elucidating the Impact of Solvent on Catalytic Mechanisms
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Utilization of a Fluorescent Dye Molecule as a Proton and Electron Reservoir
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