On-Surface Thermal Stability of a Graphenic Structure Incorporating a Tropone Moiety

Márquez, Irene R.; Árbol, Nerea Ruíz del; Urgel, José I.; Villalobos, Federico; Fasel, Román; López, María Francisca; Cuerva, Juan M.; Martin-Gago, J.A.; Campaña, Araceli G.; Sánchez‐Sánchez, Carlos

doi:10.3390/nano12030488

Cited by 3 publications

(5 citation statements)

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“…(b) Schematic representation of the reaction pathway toward the formation of chevron graphene nanoribbons on Au(111), and the constant height frequency-shift nc-AFM image. 64…”

Section: Discussionmentioning

confidence: 99%

“…We showed that cycloheptatrienones are thermally transformed on-surface by decarbonylation and intramolecular rearrangements (Figure 5b ). 64…”

Section: Molecular Electronics and On-surface Studiesmentioning

confidence: 99%

“…Figure 8 a) Structures of 17 and 18, and their 2D-and 1D histograms 66. The inset shows their plateau-length distribution; b) Schematic representation of the reaction pathway toward the formation of chevron graphene nanoribbons on Au(111), and constant height frequency-shift nc-AFM image 67. …”

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confidence: 99%

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Nanographenes Out of Planarity

Campaña,

Cruz

2023

Synlett

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The combination of different distortion motifs in nanographenes and polycyclic conjugated hydrocarbons has been the focus of significant attention during the last decade. The continual discovery of multiple carbon allotropes has fueled the field. A plethora of research groups around the globe are engaged in developing methods for the preparation of discrete graphene or fullerene fragments and new carbon allotropes. The goal is to fully understand the structure–property relationships in these systems. Herein, we present our journey and contributions to the field, from the development of a synthetic methodology towards functionalized heptagon-containing hexa-peri-hexabenzocoronenes through the preparation of saddle-helix hybrid nanographenes, the study of heptagon-containing cumulenic and open-shell systems, nanographenes embedded with higher order carbocycles, and the study of their electronic properties on-surface and by single-molecule conductance.1 Introduction2 The Finding of a Cornerstone Scaffold3 Saddle-Helix Hybrid Nanographenes4 Cumulenic and Diradicaloid Systems5 Supramolecular Studies6 Octagon- and Nonagon-Embedded Nanographenes7 Molecular Electronics and On-Surface Studies8 Outlook

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“…(b) Schematic representation of the reaction pathway toward the formation of chevron graphene nanoribbons on Au(111), and the constant height frequency-shift nc-AFM image. 64…”

Section: Discussionmentioning

confidence: 99%

“…We showed that cycloheptatrienones are thermally transformed on-surface by decarbonylation and intramolecular rearrangements (Figure 5b ). 64…”

Section: Molecular Electronics and On-surface Studiesmentioning

confidence: 99%

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Nanographenes Out of Planarity

Campaña,

Cruz

2023

Synlett

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“…While armchair GNRs (aGNR), and in particular 7-aGNR obtained from 10,10′-dibromo-9,9′-bianthracene, represent by far the most studied GNR type, chevron GNRs (cGNRs) based on 6,11-dibromo-1,2,3,4-tetraphenyltriphenylene (precursor 1 , Figure ) have also attracted particular attention. They have been extensively studied experimentally as well as theoretically, ,− also by considering atomic modifications such as the introduction of heteroatoms − or the addition of bulky edge groups. − ,− While most of these studies highlight the interest of GNR as a final product, the on-surface growth process and the different intermediate states, leading to the GNR formation have been only scarcely studied and rarely systematically addressed.…”

Section: Introductionmentioning

confidence: 99%

Growth Mechanism of Chevron Graphene Nanoribbons on (111)-Oriented Coinage Metal Surfaces

Geagea,

Medina-Lopez,

Giovanelli

et al. 2024

J. Phys. Chem. C

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Atomically precise on-surface synthesis of graphene nanoribbons (GNRs) with well-defined width and edge configuration has been widely advanced during the past decade. The main bottom-up growth strategy relies on the thermally activated Ullmann-like coupling reaction followed by the cyclodehydrogenation of tailor-made precursors to achieve the desired precision. We present a systematic investigation of the growth mechanism of chevron GNR on the Ag(111), Au(111), and Cu(111) surfaces in ultrahigh vacuum. We found that the multistep reaction follows different pathways with different activation temperatures depending on the supporting surface. The importance of the as-released Br and their potential influence on the growth process are discussed. The different intermediate states were investigated by lowtemperature scanning tunneling microscopy in combination with thermal desorption spectroscopy and kinetic Monte Carlo simulations.

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“…Nevertheless, there are only a few reports discussing the on-surface formation of non-benzenoid moieties, 18,[25][26][27][28][29] sometimes in conjugated polymers. 8,21,[30][31][32][33][34][35] Most of them have utilized strategies based on oxidative ring closure, 8,36 bond rotation 37 or the use of molecular precursors with embedded 5-membered rings. 38,39 Therefore, it is highly desirable to provide new strategies that allow the controlled formation and detailed analysis of such non-benzenoid molecules.…”

Section: Introductionmentioning

confidence: 99%