The covalent connection of the electron acceptor C 60 to p-quinonoid pi-extended tetrathiafulvalenes (exTTFs) has allowed for the preparation of new photo- and electroactive conjugates able to act as artificial photosynthetic systems and active molecular materials in organic photovoltaics. The gain of aromaticity undergone by the pi-extended TTF unit in the oxidation process results in highly stabilized radical ion pairs, namely, C 60 (*-)/exTTF (*+). Lifetimes for such charge-separated states, ranging from a few nanoseconds to hundreds of microseconds, have been achieved by rationally modifying the nature of the chemical spacers. These long-lived radical pairs are called to play an important role for the conversion of sunlight into chemical or electrical power.
Mit Potenzial für die Photovoltaik: Das erste Konstrukt, in dem ein endohedrales Trimetallnitridfulleren kovalent mit einer Donorgruppe verknüpft ist, wurde durch eine effiziente 1,3‐dipolare Cycloaddition erhalten. Dass das N‐Methyl‐2‐ferrocenyl‐Ih‐Sc3N@C80‐fulleropyrrolidin ausschließlich in Form des [5,6]‐Regioisomers isoliert wird, ließ sich NMR‐spektroskopisch und elektrochemisch nachweisen (siehe Bild).
Carbon nanodots (CNDs) were synthesized using low-cost and biocompatible starting materials such as citric acid/urea, under microwave irradiation, and constant pressure conditions. The obtained pressure-synthesized CNDs (pCNDs) were covalently modified with photo- and electroactive π-extended tetrathiafulvalene (exTTF) by means of a two-step esterification reaction, affording pCND-exTTF. The electronic interactions between the pCNDs and exTTF were investigated in the ground and excited states. Ultrafast pump-probe experiments assisted in corroborating that charge separation governs the deactivation of photoexcited pCND-exTTF. These size-regular structures, as revealed by AFM, are stable electron donor-acceptor conjugates of interest for a better understanding of basic processes such as artificial photosynthesis, catalysis, and photovoltaics, involving readily available fluorescent nanodots.
Fullerenes and, more recently, carbon nanotubes (CNTs) have emerged as an innovative and new class of nanoscale carbon-based materials that are currently under intensive investigation.[1] The excitement in this area is, by large, a consequence of their promising functions in molecular-scale electronic applications. In stark contrast to the wealth of [60]fullerene-based donor-acceptor dyads studied so far, [2]
The sections in this article are Introduction Electrochemistry of C 60 and C 70 Reduction of C 60 Reduction of C 70 Oxidation of C 60 and C 70 Electrochemistry of the Higher Fullerenes, C 76 , C 78 , C 82 , and C 84 Reduction and Oxidation of C 76 Reduction and Oxidation of C 78 Reduction and Oxidation of C 82 Reduction and Oxidation of C 84 Electrochemistry of C 60 Derivatives Singly Bonded Functionalized Derivatives of C 60 Hydrofullerenes Alkylfullerenes Fluorofullerenes Other Singly Bonded Derivatives Cycloaddition Products C 60 Electron‐acceptor Cycloadducts C 60 ‐Electron Donor Cycloadducts Cyclopropanated Derivatives of C 60 C ‐bridged Cyclopropanated Derivatives: Methanofullerenes and Fulleroids Other Cyclopropanated Derivatives of C 60 C 60 ‐dimers Electrochemistry of C 70 Derivatives Electrochemistry of C 76 , C 78 , and C 84 Derivatives Electrosynthesis Electrosynthesis of C 60 and C 70 Derivatives Electrochemically Induced Retro‐cyclopropanation Reactions
Getunte Kohlenstoffröhren: Eine elektronenakzeptierende Nanopinzette aus 11,11,12,12‐Tetracyano‐9,10‐anthrachinodimethan (TCAQ), die mit Carbonsäure enthaltenden dendritischen Einheiten funktionalisiert ist, bildet mit einwandigen Kohlenstoffnanoröhren (SWCNTs) außergewöhnlich stabile wässrige n‐/p‐Dispersionen. Nach Lichtanregung gehen die Nanohybride einen weniger bekannten Elektronentransfer von der SWCNT zur TCAQ‐Nanopinzette ein.
Low Dimensional Nanocarbons -Chemistry and Energy/Electron Transfer Reactions -[>150 refs.]. -(DIRIAN, K.; HERRANZ, M. A.; KATSUKIS, G.; MALIG, J.; RODRIGUEZ-PEREZ, L.; ROMERO-NIETO, C.; STRAUSS, V.; MARTIN, N.; GULDI*, D. M.; Chem. Sci. 4 (2013) 12, 4335-4353, http://dx.
Applied chemistry Z 0300Electronic Communication in Tetrathiafulvalene (TTF)/C60 Systems: Toward Molecular Solar Energy Conversion Materials? -[about 40 refs.]. -(MARTIN*, N.; SANCHEZ, L.; HERRANZ, M. A.; ILLESCAS, B.; GULDI, D. M.; Acc. Chem.
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