Synthesis, Properties, and Two‐Dimensional Adsorption Characteristics of [6]Hexahelicene‐7‐carboxylic acid

Meijden, Maarten W. van der; Balandina, Tatyana; Ivasenko, Oleksandr; Feyter, Steven De; Wurst, Klaus; Kellogg, Richard M.

doi:10.1002/chem.201603058

Cited by 11 publications

(12 citation statements)

References 54 publications

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“…7b . These types of molecular assemblies are common to other functionalized helicenes on Au(111) 25 – 27 , 29 . The molecular coverage of functionalized helicenes on the substrates determines the assembly, going from trimeric structures at low coverage to dimeric rows at high coverage 26 – 29 .…”

Section: Resultsmentioning

confidence: 77%

Enhancement of electrocatalytic oxygen evolution by chiral molecular functionalization of hybrid 2D electrodes

et al. 2022

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A sustainable future requires highly efficient energy conversion and storage processes, where electrocatalysis plays a crucial role. The activity of an electrocatalyst is governed by the binding energy towards the reaction intermediates, while the scaling relationships prevent the improvement of a catalytic system over its volcano-plot limits. To overcome these limitations, unconventional methods that are not fully determined by the surface binding energy can be helpful. Here, we use organic chiral molecules, i.e., hetero-helicenes such as thiadiazole-[7]helicene and bis(thiadiazole)-[8]helicene, to boost the oxygen evolution reaction (OER) by up to ca. 130 % (at the potential of 1.65 V vs. RHE) at state-of-the-art 2D Ni- and NiFe-based catalysts via a spin-polarization mechanism. Our results show that chiral molecule-functionalization is able to increase the OER activity of catalysts beyond the volcano limits. A guideline for optimizing the catalytic activity via chiral molecular functionalization of hybrid 2D electrodes is given.

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Section: Resultsmentioning

confidence: 77%

Enhancement of electrocatalytic oxygen evolution by chiral molecular functionalization of hybrid 2D electrodes

et al. 2022

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“…In the SAM of (M)-bis(thiadiazole)- [8]helicene molecules, the existence of three types of domains (60° to each other) is observed, as shown in Supplementary Figure 3 b. These types of molecular assemblies are common to other functionalized helicenes on Au(111) 21,22,23,25 . The molecular coverage of functionalized helicenes on the substrates determines the assembly, going from trimeric structures at low coverage to dimeric rows at high coverage 22,23,24,25 .…”

Section: Fig 3 Amentioning

confidence: 76%

“…These types of molecular assemblies are common to other functionalized helicenes on Au(111) 21,22,23,25 . The molecular coverage of functionalized helicenes on the substrates determines the assembly, going from trimeric structures at low coverage to dimeric rows at high coverage 22,23,24,25 . Therefore, the (M)-bis(thiadiazole)- [8]helicene reached a higher coverage than the (P)-thiadiazole- [7]helicene under similar conditions, indicating that the (M)-bis(thiadiazole)- [8]helicene established stronger interactions with the Au substrate likely due to the added thiadiazole group.…”

Section: Fig 3 Amentioning

confidence: 79%

“…Their high racemization barriers 20 preserve their enantiopurity at the liquid/solid interface during the OER. The rigid structure of the helicenes also limits the number of molecular conformers at the electrode surface 21,22,23,24 . However, carbohelicenes interact weakly with metallic substrates (for instance, Cu, Ag, and Au) via van der Waals forces, resulting in high mobility of the molecules at room temperature 19,25 .…”

Section: Mainmentioning

confidence: 99%

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Enhancement of Electrocatalytic Oxygen Evolution by Chiral Molecular Functionalization of Hybrid 2D Electrodes

Liang

Banjac

Martin

et al. 2021

Preprint

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A sustainable future requires highly efficient energy conversion and storage processes, where electrocatalysis plays a crucial role. The activity of an electrocatalyst is governed by the binding energy towards the reaction intermediates, while the scaling relationships prevent the improvement of a catalytic system over its volcano-plot limits. To overcome these limitations, unconventional methods that are not fully determined by the surface binding energy can be helpful. Here, we use organic chiral molecules, i.e., hetero-helicenes, to boost the oxygen evolution reaction (OER) by ca. 131.5 % (at the potential of 1.65 V vs. RHE) at state-of-the-art 2D catalysts via a spin-polarization mechanism. Our results show that chiral molecule-functionalization is able to increase the OER activity of catalysts beyond the volcano limits. A guideline for optimizing the catalytic activity via chiral molecular functionalization of hybrid 2D electrodes is given.

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“…Their high racemization barriers [20] preserve their enantiopurity at the liquid/solid interface during the OER. The rigid structure of the helicenes also limits the number of molecular conformers at the electrode surface [21] , [22], [23], [24] . However, carbohelicenes interact weakly with metallic substrates (for instance, Cu, Ag, and Au) via van der Waals forces, resulting in high mobility of the molecules at room temperature16 , [25].…”

mentioning

confidence: 99%

Enhancement of Electrocatalytic Oxygen Evolution by Chiral Molecular Functionalization of Hybrid 2D Electrodes

Liang

Banjac

Martin

et al. 2021

Preprint

View full text Add to dashboard Cite

A sustainable future requires highly efficient energy conversion and storage processes, where electrocatalysis plays a crucial role. The activity of an electrocatalyst is governed by the binding energy towards the reaction intermediates, while the scaling relationships prevent the improvement of a catalytic system over its volcano-plot limits. To overcome these limitations, unconventional methods that are not fully determined by the surface binding energy can be helpful. Here, we use organic chiral molecules, i.e., hetero-helicenes, to boost the oxygen evolution reaction (OER) by ca. 131.5% (at the potential of 1.65 V vs. RHE) at state-of-the-art 2D catalysts via a spin-polarization mechanism. Our results show that chiral molecule-functionalization is able to increase the OER activity of catalysts beyond the volcano limits. A guideline for optimizing the catalytic activity via chiral molecular functionalization of hybrid 2D electrodes is given.

show abstract

Synthesis, Properties, and Two‐Dimensional Adsorption Characteristics of [6]Hexahelicene‐7‐carboxylic acid

Cited by 11 publications

References 54 publications

Enhancement of electrocatalytic oxygen evolution by chiral molecular functionalization of hybrid 2D electrodes

Enhancement of electrocatalytic oxygen evolution by chiral molecular functionalization of hybrid 2D electrodes

Enhancement of Electrocatalytic Oxygen Evolution by Chiral Molecular Functionalization of Hybrid 2D Electrodes

Enhancement of Electrocatalytic Oxygen Evolution by Chiral Molecular Functionalization of Hybrid 2D Electrodes

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