An anomalous anion transfer order in graphene oxide membranes induced by anion–π interactions

Chen, Junjie; Li, Jie; Liu, Xing; He, Zhenglin; Shi, Guosheng

doi:10.1039/d3cp00986f

Cited by 3 publications

(3 citation statements)

References 40 publications

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“…MWCNTs drop casted on graphite anodes [111] then should translate the applied OEEFs into strong local macrodipoles. These oriented macrodipoles, depending on the sign of the applied voltages, should then enable strong anion-π and cation-π interactions [112][113][114][115] and accelerate and direct the electron displacement during the reaction. Possible limitations at high concentrations in suspension from catalyst depolarization by multiple binding (Figure 1) naturally do not apply to permanent polarization by OEEFs (Figure 9B).…”

Section: Anion-π Catalysis On Carbon Nanotubesmentioning

confidence: 99%

“…Beginning with spherical fullerenes, expansion of the aromatic surface of carbon allotropes leads to SWCNTs and MWCNTs. Further expansion by unrolling nanotubes into infinite sheets leads to graphene 75 as formal homolog of SWCNTs 2 and graphite 76 as formal homolog of MWCNTs 3 (Figure 10) [112,[114][115][116][117][118][119][120][121][122][123]. Graphite is the oldest, most common carbon allotrope composed of sp 2 hybridized atoms, complementary to diamond as the archetypal sp 3 carbon allotrope.…”

Section: Anion-π Catalysis On Graphitementioning

confidence: 99%

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Anion–π catalysis on carbon allotropes

Gutiérrez López,

Tan,

Renno

et al. 2023

Beilstein J. Org. Chem.

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Anion–π catalysis, introduced in 2013, stands for the stabilization of anionic transition states on π-acidic aromatic surfaces. Anion–π catalysis on carbon allotropes is particularly attractive because high polarizability promises access to really strong anion–π interactions. With these expectations, anion–π catalysis on fullerenes has been introduced in 2017, followed by carbon nanotubes in 2019. Consistent with expectations from theory, anion–π catalysis on carbon allotropes generally increases with polarizability. Realized examples reach from enolate addition chemistry to asymmetric Diels–Alder reactions and autocatalytic ether cyclizations. Currently, anion–π catalysis on carbon allotropes gains momentum because the combination with electric-field-assisted catalysis promises transformative impact on organic synthesis.

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Section: Anion-π Catalysis On Carbon Nanotubesmentioning

confidence: 99%

Section: Anion-π Catalysis On Graphitementioning

confidence: 99%

Anion–π catalysis on carbon allotropes

Gutiérrez López,

Tan,

Renno

et al. 2023

Beilstein J. Org. Chem.

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“…The carbon allotropes are usually used as catch-and-release scaffolds and, in a few examples, as redox partners, including elegant regulation with stacked donors and acceptors ( 31 ), but explicitly neither for anion-π nor for cation-π catalysis beyond the example from this group ( 26 ). Although electric field–assisted anion-π interactions on graphene and graphite have been considered previously in theory ( 41 – 44 ), only one experimental proof-of-principle study exists from this group using a bifunctional catalyst of low polarizability ( 45 ).…”

Section: Introductionmentioning

confidence: 99%

Electric field–assisted anion-π catalysis on carbon nanotubes in electrochemical microfluidic devices

Gutiérrez López,

Ali,

Tan

et al. 2023

Sci. Adv.

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The vision to control the charges migrating during reactions with external electric fields is attractive because of the promise of general catalysis, emergent properties, and programmable devices. Here, we explore this idea with anion-π catalysis, that is the stabilization of anionic transition states on aromatic surfaces. Catalyst activation by polarization of the aromatic system is most effective. This polarization is induced by electric fields. The use of electrochemical microfluidic reactors to polarize multiwalled carbon nanotubes as anion-π catalysts emerges as essential. These reactors provide access to high fields at low enough voltage to prevent electron transfer, afford meaningful effective catalyst/substrate ratios, and avoid interference from additional electrolytes. Under these conditions, the rate of pyrene-interfaced epoxide-opening ether cyclizations is linearly voltage-dependent at positive voltages and negligible at negative voltages. While electromicrofluidics have been conceived for redox chemistry, our results indicate that their use for supramolecular organocatalysis has the potential to noncovalently electrify organic synthesis in the broadest sense.

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Graphene Oxide Treated by Temperature with Enhancement of Adsorption for Organic Pollutants and Catalytic Degradation with Hydrogen Peroxide

Lu,

Zhu,

Ding

et al. 2024

Catal Lett

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Graphene oxide (GO) has been used in the range of organic pollutants adsorption and degradation. It’s important to improve the performance of GO in the treatment of organic pollutants. Here, we found that the organic pollutants were more efficiently removed in the catalytic degradation of hydrogen peroxide (H2O2) after being pre-adsorbed with GO. The performance of GO in degrading organic pollutants firstly enhanced and then weakened as the treated temperature increases in the air. The adsorption ability of GO for organic pollutants and catalytic activity of H2O2 were highest at 500 ℃, which can be ascribed to the highest oxygen-containing functional groups and the lowest defects on GO after 500 ℃ treatment in the air. This finding will improve the understanding and application of GO in organic pollutants treatment. Graphical Abstract

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An anomalous anion transfer order in graphene oxide membranes induced by anion–π interactions

Abstract: Selective transport of anions across the membranes has become an important goal in chemistry and biology. Here, we found an anomalous anion transfer order within the graphene oxide membrane: Cl-...

Cited by 3 publications

References 40 publications

Anion–π catalysis on carbon allotropes

Anion–π catalysis on carbon allotropes

Electric field–assisted anion-π catalysis on carbon nanotubes in electrochemical microfluidic devices

Graphene Oxide Treated by Temperature with Enhancement of Adsorption for Organic Pollutants and Catalytic Degradation with Hydrogen Peroxide

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