Conversion of Carbon Dioxide into Methanol with Silanes over N‐Heterocyclic Carbene Catalysts

Riduan, Siti Nurhanna; Zhang, Yugen; Ying, Jackie Y.

doi:10.1002/anie.200806058

Cited by 563 publications

(344 citation statements)

References 41 publications

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“…The last 2-3 years have seen a rapid increase in the number of publications, with many proposed new routes for activating CO 2 using homogeneous catalysts [49], for example -hydrosilanes used to convert CO 2 into methane or methanol using zirconium phenoxide borane complexes or N-heterocyclic carbenes as catalysts [50,51]; -borane reduction of CO 2 to form boryl formats using nickel diphosphine complexes as catalysts [52]; [53,54]; -non-metal-mediated homogeneous hydrogenation of CO 2 to CH 3 OH [55]; and -indirect conversion of CO 2 to methanol based on the use of Ru pincer complexes as catalysts for the hydrogenation of carbonates, carbamates and formats [56].…”

Section: (D) New Routes For Co 2 Utilizationmentioning

confidence: 99%

CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

Ampelli

Perathoner

2015

Phil. Trans. R. Soc. A.

171

108

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CO 2 conversion will be at the core of the future of low-carbon chemical and energy industry. This review gives a glimpse into the possibilities in this field by discussing (i) CO 2 circular economy and its impact on the chemical and energy value chain, (ii) the role of CO 2 in a future scenario of chemical industry, (iii) new routes for CO 2 utilization, including emerging biotechnology routes, (iv) the technology roadmap for CO 2 chemical utilization, (v) the introduction of renewable energy in the chemical production chain through CO 2 utilization, and (vi) CO 2 as a suitable C-source to move to a low-carbon chemical industry, discussing in particular syngas and light olefin production from CO 2 . There are thus many stimulating possibilities offered by using CO 2 and this review shows this new perspective on CO 2 at the industrial, societal and scientific levels.

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Section: (D) New Routes For Co 2 Utilizationmentioning

confidence: 99%

CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

Ampelli

Perathoner

2015

Phil. Trans. R. Soc. A.

171

108

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“…However, the possibility of catalytically generating hydrides and drive the reduction all the way to methoxides engenders a resurgence of interest for these concepts as they could potentially be extrapolated to CO2 hydrogenation strategies. The first example of metal-free catalytic reduction of carbon dioxide was reported by Ying and coworkers in 2009 when they demonstrated that N-heterocyclic carbenes can catalyze the hydrosilylation of CO2 to methoxysilanes [52]. While the mechanism is debated [53][54], recently published computations suggest that the NHC-CO2 adduct serves as a Lewis base in order to activate silanes by hyper-coordination, thus favoring hydride transfer [55].…”

Section: Rationalizing the Catalytic Activity Of Ambiphilic Moleculesmentioning

confidence: 99%

Design principles in frustrated Lewis pair catalysis for the functionalization of carbon dioxide and heterocycles

Fontaine

Courtemanche

Légaré

et al. 2017

Coordination Chemistry Reviews

102

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This is the peer reviewed version of the following article: [Design Principles in Frustrated Lewis KeywordsFrustrated Lewis pairs, Ambiphilic molecules, Boron, Aluminum, Carbon dioxide, Methanol, C-H activation. Highlights 1.Phosphine-aluminum frustrated Lewis pairs (FLPs) can activate CO2 but show significant stability issues. 2.The Lewis acidity and basicity need to be fine-tuned to the desired reactivity for efficient FLP catalysis.3. FLP catalysts need to generate strong hydrides to reduce catalytically carbon dioxide. 4.Transition metal catalysis can serve as an inspiration for the design of metal-free catalysts for many transformations, including the borylation of heteroarenes. Graphical abstract AbstractThis account describes our work on the use of ambiphilic molecules as catalysts for the reduction of carbon dioxide. Starting with the discovery that aluminum ambiphilic species (Me2PCH2AlMe2)2 (1) and Al(C6H4-PPh3)3 (5) could coordinate CO2 but showed significant instability, we found that phosphinoborane Ph2P-2-Bcat-C6H4 (7) was an exceptional catalyst for the hydroboration of CO2 to methoxyboranes, a molecule that can be readily hydrolyzed to methanol. A mechanistic investigation allowed us to outline the similarities between the catalytic activity of frustrated Lewis pairs (FLPs) and that of transition metal complexes. We were able to extrapolate four important guidelines, described in this account, to synthesize efficient metal-free catalysts. We demonstrate that using these concepts it was possible to rationally design FLP catalysts for the C-H borylation of heteroarenes.

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“…Recently, the pace with which organocatalytic procedures are being utilized in organic preparations that involve CO 2 as a key reagent is unquestionably increasing. There are a number of structurally different organocatalyst systems that are considered as catalytic mediator including those based on ionic liquids (ILs), [33][34][35] N-heterocyclic carbenes (NHCs), 36 phenolic compounds 37 and sophisticated azaphosphatranes. 38 This is a true testimony of the increasing prominence of organocatalysis in the area of CO 2 fixation to create value-added organic matter from a waste material.…”

Section: Introductionmentioning

confidence: 99%

Sustainable conversion of carbon dioxide: the advent of organocatalysis

2015

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The conversion of carbon dioxide (CO 2 ), an abundant renewable carbon reagent, into chemicals of academic and industrial interest is of imminent importance to create a higher degree of sustainability in chemical processing and production. Recent progress in this field is characterised by a plethora of organic molecules able to mediate the conversion of suitable substrates in the presence of CO 2 into a variety of value-added commodities with advantageous features combining cost-effectiveness, metalfree transformations and general substrate activation profiles. In this review, the latest developments are discussed in the field of CO 2 catalysis with a focus on organo-mediated conversions and their increasing importance as to serve as practicable alternatives for metal-based processes. Also a critical assessment of the state-of-the-art is presented with attention on those features that need further attention to lift the usefulness of organocatalysis in the production of organic molecules of potential commercial interest.

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Conversion of Carbon Dioxide into Methanol with Silanes over N‐Heterocyclic Carbene Catalysts

Cited by 563 publications

References 41 publications

CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

Design principles in frustrated Lewis pair catalysis for the functionalization of carbon dioxide and heterocycles

Sustainable conversion of carbon dioxide: the advent of organocatalysis

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Conversion of Carbon Dioxide into Methanol with Silanes over N‐Heterocyclic Carbene Catalysts

Cited by 563 publications

References 41 publications

CO2utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

CO2utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

Design principles in frustrated Lewis pair catalysis for the functionalization of carbon dioxide and heterocycles

Sustainable conversion of carbon dioxide: the advent of organocatalysis

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CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production

CO₂utilization: an enabling element to move to a resource- and energy-efficient chemical and fuel production