950608-82-9Relevant articles and documents
A collection of fullerenes for synthetic access toward oriented charge-transfer cascades in triple-channel photosystems
Bolag, Altan,Lopez-Andarias, Javier,Lascano, Santiago,Soleimanpour, Saeideh,Atienza, Carmen,Sakai, Naomi,Martin, Nazario,Matile, Stefan
, p. 4890 - 4895 (2014/05/20)
The development of synthetic methods to build complex functional systems is a central and current challenge in organic chemistry. This goal is important because supramolecular architectures of highest sophistication account for function in nature, and synthetic organic chemistry, contrary to high standards with small molecules, fails to deliver functional systems of similar complexity. In this report, we introduce a collection of fullerenes that is compatible with the construction of multicomponent charge-transfer cascades and can be placed in triple-channel architectures next to stacks of oligothiophenes and naphthalenediimides. For the creation of this collection, modern fullerene chemistry - methanofullerenes and 1,4-diarylfullerenes - is combined with classical Nierengarten-Diederich-Bingel approaches.
Formyl-Porphyrln and formyl-fullerenoporphyrln building blocks for the construction of multlporphyrln arrays
Urbani, Maxence,Iehl, Julien,Osinska, Iwona,Louis, Remy,Holler, Michel,Nierengarten, Jean-Francois
experimental part, p. 3715 - 3725 (2009/12/05)
A Eullerene derivative bearing a benzaldehyde unit has been prepared and used as starting material for the synthesis of a formyl-fullerenoporphyrin building block. Condensation of this aldehyde with pyrrole in CHCl3 with BF3·Et2O as catalyst followed by p-chloranil oxidation yielded a pentaporphyrinic scaffold surrounded by four peripheral C60 subunits. By following a similar strategy, a bis-porphyrin building block bearing an aldehyde function was prepared and used for the construction of a nonaporphyrin array by reaction with pyrrole under typical porphyrin synthesis conditions. Whereas the 1H NMR spectrum recorded at room temperature for the nonaporphyrin system is well defined, the signals recorded under the same conditions for the pentaporphyrin derivative surrounded by four peripheral C60 groups are broad. Indeed, the C 60-pentaporphyrin ensemble appears as a mixture of conformers which equilibrate slowly on the NMR time scale at room temperature.