Abstract:We report the first synthesis of a persulfurated polycyclic aromatic hydrocarbon (PAH) as a next-generation "sulflower." In this novel PAH, disulfide units establish an all-sulfur periphery around a coronene core. The structure, electronic properties, and redox behavior were investigated by microscopic, spectroscopic and electrochemical methods and supported by density functional theory. The sulfur-rich character of persulfurated coronene renders it a promising cathode material for lithium-sulfur batteries, di… Show more
“…Black polycrystalline PTC-Fe 2D MOFs (Fig. 1a ) were synthesized from reaction of 1,2,3,4,5,6,7,8,9,10,11,12-perthiolated coronene (PTC) 45 with ammoniacal solutions of iron acetate (Fe(OAc) 2 ) in the mixture of deoxygenated water and dimethylformamide (DMF) heated at 120 °C in a sealed vial for 48 h. The solid product was collected and washed by deoxygenated DMF, dilute hydrochloric acid (0.1 M), water and acetone and dried under vacuum at 100 °C. The attenuated total reflection IR (ATR-IR) spectra of PTC-Fe (Supplementary Fig.…”
Section: Resultsmentioning
confidence: 99%
“…The ligand, 1,2,3,4,5,6,7,8,9,10,11,12-perthiolated coronene (PTC), was synthesized according to our previous reported protocols 45 . Starting from coronene, 1,2,3,4,5,6,7,8,9,10,11,12-dodecachlorocoronene was prepared by chlorination reaction.…”
Metal–organic frameworks (MOFs) have so far been highlighted for their potential roles in catalysis, gas storage and separation. However, the realization of high electrical conductivity (>10−3 S cm−1) and magnetic ordering in MOFs will afford them new functions for spintronics, which remains relatively unexplored. Here, we demonstrate the synthesis of a two-dimensional MOF by solvothermal methods using perthiolated coronene as a ligand and planar iron-bis(dithiolene) as linkages enabling a full π-d conjugation. This 2D MOF exhibits a high electrical conductivity of ~10 S cm−1 at 300 K, which decreases upon cooling, suggesting a typical semiconductor nature. Magnetization and 57Fe Mössbauer experiments reveal the evolution of ferromagnetism within nanoscale magnetic clusters below 20 K, thus evidencing exchange interactions between the intermediate spin S = 3/2 iron(III) centers via the delocalized π electrons. Our results illustrate that conjugated 2D MOFs have potential as ferromagnetic semiconductors for application in spintronics.
“…Black polycrystalline PTC-Fe 2D MOFs (Fig. 1a ) were synthesized from reaction of 1,2,3,4,5,6,7,8,9,10,11,12-perthiolated coronene (PTC) 45 with ammoniacal solutions of iron acetate (Fe(OAc) 2 ) in the mixture of deoxygenated water and dimethylformamide (DMF) heated at 120 °C in a sealed vial for 48 h. The solid product was collected and washed by deoxygenated DMF, dilute hydrochloric acid (0.1 M), water and acetone and dried under vacuum at 100 °C. The attenuated total reflection IR (ATR-IR) spectra of PTC-Fe (Supplementary Fig.…”
Section: Resultsmentioning
confidence: 99%
“…The ligand, 1,2,3,4,5,6,7,8,9,10,11,12-perthiolated coronene (PTC), was synthesized according to our previous reported protocols 45 . Starting from coronene, 1,2,3,4,5,6,7,8,9,10,11,12-dodecachlorocoronene was prepared by chlorination reaction.…”
Metal–organic frameworks (MOFs) have so far been highlighted for their potential roles in catalysis, gas storage and separation. However, the realization of high electrical conductivity (>10−3 S cm−1) and magnetic ordering in MOFs will afford them new functions for spintronics, which remains relatively unexplored. Here, we demonstrate the synthesis of a two-dimensional MOF by solvothermal methods using perthiolated coronene as a ligand and planar iron-bis(dithiolene) as linkages enabling a full π-d conjugation. This 2D MOF exhibits a high electrical conductivity of ~10 S cm−1 at 300 K, which decreases upon cooling, suggesting a typical semiconductor nature. Magnetization and 57Fe Mössbauer experiments reveal the evolution of ferromagnetism within nanoscale magnetic clusters below 20 K, thus evidencing exchange interactions between the intermediate spin S = 3/2 iron(III) centers via the delocalized π electrons. Our results illustrate that conjugated 2D MOFs have potential as ferromagnetic semiconductors for application in spintronics.
“…The same perchlorination protocol was applied to coronene by Müllen and Feng et al [241] (Figure 35). Nucleophilic substitution of all peripheral chlorines with These studies on the edge chlorination and further derivatizations of nanographene molecules have provided clear information on similar GNR modifications.…”
Section: Edge Functionalizationmentioning
confidence: 99%
“…II and Ru II ) [306]. Draper et al [307] further installed electron-donating methoxy groups in the precursors to promote the cyclodehydrogenation and synthesized a series of methoxy-functionalized N-doped p-HBCs (241)(242)(243). Methoxy substituents not only affected the electronic prop- erties but also exhibited a supramolecular effect by arranging the molecules in a head-to-tail manner in the crystals.…”
Polycyclic aromatic hydrocarbons (PAHs) have been the subject of interdisciplinary research in the fields of chemistry, physics, materials science, and biology. Notably, PAHs have drawn increasing attention since the discovery of graphene, which has been regarded as the "wonder" material in the 21st century. Different from semimetallic graphene, nanoscale graphenes, such as graphene nanoribbons and graphene quantum dots, exhibit finite band gaps owing to the quantum confinement, making them attractive semiconductors for next-generation electronic applications. Researches based on PAHs and graphenes have expanded rapidly over the past decade, thereby posing a challenge in conducting a comprehensive review. This study aims to interconnect the fields of PAHs and graphenes, which have mainly been discussed separately. In particular, by selecting representative examples, we explain how these two domains can stimulate each other. We hope that this integrated approach can offer new opportunities and further promote synergistic developments in these fields.
“…In recent years, increasing attention has been paid to disk-shaped organic molecules such as polycyclic aromatic hydrocarbons (PAHs) because of their characteristic structural and electronic properties for extended π-conjugation [1][2][3][4]. Dibenzo[g,p]chrysene (DBC) derivatives are one of these types of compounds due to their high absorption coefficients, fluorescence quantum yield, and photostability.…”
A new 2,7,10,15-tetraethynyldibenzo[g,p]chrysene ligand (1) and two tetranuclear gold(I) derivatives containing PPh3 (3) and PMe3 (4) phosphines were synthesized and characterized by 1H and 31P NMR, IR spectroscopy, and high-resolution mass spectrometry. The compounds were studied in order to analyze the effect of the introduction of gold(I) on the supramolecular aggregation and photophysical properties. Absorption and emission spectra displayed broad bands due to the establishment of π π interactions as an indication of intermolecular contacts and the formation of aggregates. A decrease of the recorded quantum yield (QY) of the gold(I) derivatives was observed compared to the uncomplexed ligand. The introduction of the complexes into poly methyl methacrylate (PMMA) and Zeonex 480R matrixes was analyzed, and an increase of the measured QY of 4 in Zeonex was observed. No phosphorescent emission was detected.
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