Fullerenes from aromatic precursors by surface-catalysed cyclodehydrogenation

Surface magic for fullerenes Fullerenes are readily obtained simply by vaporizing graphite, but chemists would love a more controlled method of production. A step in this direction was the recently reported 11-step synthesis of a polycyclic aromatic precursor, and its subsequent dehydrogenation in t...

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Veröffentlicht in:Nature 2008-08, Vol.454 (7206), p.865-868
Hauptverfasser: Otero, Gonzalo, Biddau, Giulio, Sánchez-Sánchez, Carlos, Caillard, Renaud, López, María F., Rogero, Celia, Palomares, F. Javier, Cabello, Noemí, Basanta, Miguel A., Ortega, José, Méndez, Javier, Echavarren, Antonio M., Pérez, Rubén, Gómez-Lor, Berta, Martín-Gago, José A.
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container_end_page 868
container_issue 7206
container_start_page 865
container_title Nature
container_volume 454
creator Otero, Gonzalo
Biddau, Giulio
Sánchez-Sánchez, Carlos
Caillard, Renaud
López, María F.
Rogero, Celia
Palomares, F. Javier
Cabello, Noemí
Basanta, Miguel A.
Ortega, José
Méndez, Javier
Echavarren, Antonio M.
Pérez, Rubén
Gómez-Lor, Berta
Martín-Gago, José A.
description Surface magic for fullerenes Fullerenes are readily obtained simply by vaporizing graphite, but chemists would love a more controlled method of production. A step in this direction was the recently reported 11-step synthesis of a polycyclic aromatic precursor, and its subsequent dehydrogenation in the gas phase to C 60 — with a yield of only about 1%. Otero et al . now show that when depositing precursors on a platinum surface followed by heating to 750 K, essentially all precursors are transformed into the corresponding fullerene molecules (C 60 or the triazafullerene C 57 N 3 ). This approach might allow the relatively efficient production of unusual fullerenes or derivatives that cannot be obtained through uncontrolled graphite vaporization. A step towards an improved method of fullerene production was the recently reported synthesis of a precursor and its subsequent dehydrogenation to C 60 . Otero et al . show that when depositing precursors on a platinum surface and heating to 750 K, most precursors are transformed into the corresponding fullerenes. 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 1 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 2 , 3 , 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 4 , 5 .
doi_str_mv 10.1038/nature07193
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Recently, such an approach has been used 1 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 2 , 3 , once suitable precursors are available. 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Javier</creatorcontrib><creatorcontrib>Cabello, Noemí</creatorcontrib><creatorcontrib>Basanta, Miguel A.</creatorcontrib><creatorcontrib>Ortega, José</creatorcontrib><creatorcontrib>Méndez, Javier</creatorcontrib><creatorcontrib>Echavarren, Antonio M.</creatorcontrib><creatorcontrib>Pérez, Rubén</creatorcontrib><creatorcontrib>Gómez-Lor, Berta</creatorcontrib><creatorcontrib>Martín-Gago, José A.</creatorcontrib><title>Fullerenes from aromatic precursors by surface-catalysed cyclodehydrogenation</title><title>Nature</title><addtitle>Nature</addtitle><addtitle>Nature</addtitle><description>Surface magic for fullerenes Fullerenes are readily obtained simply by vaporizing graphite, but chemists would love a more controlled method of production. A step in this direction was the recently reported 11-step synthesis of a polycyclic aromatic precursor, and its subsequent dehydrogenation in the gas phase to C 60 — with a yield of only about 1%. 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Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Mechanical &amp; Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>ANTE: Abstracts in New Technology &amp; Engineering</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts – Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><jtitle>Nature</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Otero, Gonzalo</au><au>Biddau, Giulio</au><au>Sánchez-Sánchez, Carlos</au><au>Caillard, Renaud</au><au>López, María F.</au><au>Rogero, Celia</au><au>Palomares, F. Javier</au><au>Cabello, Noemí</au><au>Basanta, Miguel A.</au><au>Ortega, José</au><au>Méndez, Javier</au><au>Echavarren, Antonio M.</au><au>Pérez, Rubén</au><au>Gómez-Lor, Berta</au><au>Martín-Gago, José A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Fullerenes from aromatic precursors by surface-catalysed cyclodehydrogenation</atitle><jtitle>Nature</jtitle><stitle>Nature</stitle><addtitle>Nature</addtitle><date>2008-08-14</date><risdate>2008</risdate><volume>454</volume><issue>7206</issue><spage>865</spage><epage>868</epage><pages>865-868</pages><issn>0028-0836</issn><eissn>1476-4687</eissn><eissn>1476-4679</eissn><coden>NATUAS</coden><abstract>Surface magic for fullerenes Fullerenes are readily obtained simply by vaporizing graphite, but chemists would love a more controlled method of production. A step in this direction was the recently reported 11-step synthesis of a polycyclic aromatic precursor, and its subsequent dehydrogenation in the gas phase to C 60 — with a yield of only about 1%. Otero et al . now show that when depositing precursors on a platinum surface followed by heating to 750 K, essentially all precursors are transformed into the corresponding fullerene molecules (C 60 or the triazafullerene C 57 N 3 ). This approach might allow the relatively efficient production of unusual fullerenes or derivatives that cannot be obtained through uncontrolled graphite vaporization. A step towards an improved method of fullerene production was the recently reported synthesis of a precursor and its subsequent dehydrogenation to C 60 . Otero et al . show that when depositing precursors on a platinum surface and heating to 750 K, most precursors are transformed into the corresponding fullerenes. 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 1 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 2 , 3 , 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 4 , 5 .</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>18704082</pmid><doi>10.1038/nature07193</doi><tpages>4</tpages></addata></record>
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1476-4687
1476-4679
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subjects Biochemistry
Catalysis
Chemical synthesis
Chemistry
Cross-disciplinary physics: materials science
rheology
Dehydrogenation
Exact sciences and technology
Fullerenes
Fullerenes and related materials
diamonds, graphite
General and physical chemistry
Humanities and Social Sciences
letter
Materials science
Methods
multidisciplinary
Physics
Science
Science (multidisciplinary)
Specific materials
Spectrum analysis
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Vaporization
title Fullerenes from aromatic precursors by surface-catalysed cyclodehydrogenation
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