Literature DB >> 18704082

Fullerenes from aromatic precursors by surface-catalysed cyclodehydrogenation.

Gonzalo Otero1, Giulio Biddau, Carlos Sánchez-Sánchez, Renaud Caillard, María F López, Celia Rogero, F Javier Palomares, Noemí Cabello, Miguel A Basanta, José Ortega, Javier Méndez, Antonio M Echavarren, Rubén Pérez, Berta Gómez-Lor, José A Martín-Gago.   

Abstract

Graphite vaporization provides an uncontrolled yet efficient means of producing fullerene molecules. However, some fullerene derivatives or unusual fullerene species might only be accessible through rational and controlled synthesis methods. Recently, such an approach has been used to produce isolable amounts of the fullerene C(60) from commercially available starting materials. But the overall process required 11 steps to generate a suitable polycyclic aromatic precursor molecule, which was then dehydrogenated in the gas phase with a yield of only about one per cent. Here we report the formation of C(60) and the triazafullerene C(57)N(3) from aromatic precursors using a highly efficient surface-catalysed cyclodehydrogenation process. We find that after deposition onto a platinum (111) surface and heating to 750 K, the precursors are transformed into the corresponding fullerene and triazafullerene molecules with about 100 per cent yield. We expect that this approach will allow the production of a range of other fullerenes and heterofullerenes, once suitable precursors are available. Also, if the process is carried out in an atmosphere containing guest species, it might even allow the encapsulation of atoms or small molecules to form endohedral fullerenes.

Entities:  

Year:  2008        PMID: 18704082     DOI: 10.1038/nature07193

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  28 in total

1.  Materials chemistry: carbon origami.

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Journal:  Nature       Date:  2012-06-20       Impact factor: 49.962

2.  Polycyclic aromatics: On-surface molecular engineering.

Authors:  José A Martin-Gago
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3.  Transforming C60 molecules into graphene quantum dots.

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Journal:  Nat Nanotechnol       Date:  2011-03-20       Impact factor: 39.213

4.  Direct transformation of graphene to fullerene.

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5.  Controlled synthesis of single-chirality carbon nanotubes.

Authors:  Juan Ramon Sanchez-Valencia; Thomas Dienel; Oliver Gröning; Ivan Shorubalko; Andreas Mueller; Martin Jansen; Konstantin Amsharov; Pascal Ruffieux; Roman Fasel
Journal:  Nature       Date:  2014-08-07       Impact factor: 49.962

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7.  Atomically precise bottom-up fabrication of graphene nanoribbons.

Authors:  Jinming Cai; Pascal Ruffieux; Rached Jaafar; Marco Bieri; Thomas Braun; Stephan Blankenburg; Matthias Muoth; Ari P Seitsonen; Moussa Saleh; Xinliang Feng; Klaus Müllen; Roman Fasel
Journal:  Nature       Date:  2010-07-22       Impact factor: 49.962

8.  Surface-assisted cyclodehydrogenation provides a synthetic route towards easily processable and chemically tailored nanographenes.

Authors:  Matthias Treier; Carlo Antonio Pignedoli; Teodoro Laino; Ralph Rieger; Klaus Müllen; Daniele Passerone; Roman Fasel
Journal:  Nat Chem       Date:  2010-11-07       Impact factor: 24.427

9.  Controlling a Chemical Coupling Reaction on a Surface: Tools and Strategies for On-Surface Synthesis.

Authors:  Sylvain Clair; Dimas G de Oteyza
Journal:  Chem Rev       Date:  2019-03-15       Impact factor: 60.622

10.  On-Surface Hydrogen-Induced Covalent Coupling of Polycyclic Aromatic Hydrocarbons via a Superhydrogenated Intermediate.

Authors:  Carlos Sánchez-Sánchez; José Ignacio Martínez; Nerea Ruiz Del Arbol; Pascal Ruffieux; Roman Fasel; María Francisca López; Pedro L de Andres; José Ángel Martín-Gago
Journal:  J Am Chem Soc       Date:  2019-01-29       Impact factor: 15.419

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